330628-04-1

Basic information

• Product Name: N4-(DIMETHYLAMINO)METHYLENE)-5'-O-(DIMETHOXYTRITYL)-2'-DEOXYGUANOSINE-3'-N,N-DIISOPROPYL (CYANOETHYL) PHOSPHORAMIDITE
• Synonyms: N4-(DIMETHYLAMINO)METHYLENE)-5'-O-(DIMETHOXYTRITYL)-2'-DEOXYGUANOSINE-3'-N,N-DIISOPROPYL (CYANOETHYL) PHOSPHORAMIDITE;DMT-dG(dmf) amidite;N2-(dimethylamino)methylene-deoxyguanosine Phosphoramidite;(2R,3S,5R)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-5-(2-((E)-(dimethylamino)methyleneamino)-6-oxo-1H-purin-9(6H)-yl)tetrahydrofuran-3-yl 2-cyanoethyl diisopropylphosphoramidite;REF DUPL: DMF-dG-CE-Phophoramidite;N4-(Dimethylamino) methylene)-5'-O-(dimethoxytrityl)-2'-deoxyguanosine-3'-N,N-diisopropyl(cyanoethyl) phosphoramidite;2'-Deoxy-N2-DMF-5'-O-DMT-guanosine 3'-CE phosphoramidite;N2-Dimethylformamidine-5′-O-(4,4′-dimethoxytrityl)-2′-deoxyguanosine-3′-O-[O-(2-cyanoethyl)-N,N′-diisopropylphosphoramidite]
• CAS NO: 330628-04-1
• Molecular Formula: C₄₃H₅₃N₈O₇P
• Molecular Weight: 824.9
• EINECS: 2017-001-1
• Product Categories: DNA Amidites;Fast Deprotection DNA Amidites;Sigma-Proligo
• Mol File: 330628-04-1.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 876.3±75.0 °C(Predicted)
• Appearance: white to off-white/
• Storage Temp.: ?20°C
• PKA: 3.80±0.20(Predicted)
• CAS DataBase Reference: N4-(DIMETHYLAMINO)METHYLENE)-5'-O-(DIMETHOXYTRITYL)-2'-DEOXYGUANOSINE-3'-N,N-DIISOPROPYL (CYANOETHYL) PHOSPHORAMIDITE(CAS DataBase Reference)
• NIST Chemistry Reference: N4-(DIMETHYLAMINO)METHYLENE)-5'-O-(DIMETHOXYTRITYL)-2'-DEOXYGUANOSINE-3'-N,N-DIISOPROPYL (CYANOETHYL) PHOSPHORAMIDITE(330628-04-1)
• EPA Substance Registry System: N4-(DIMETHYLAMINO)METHYLENE)-5'-O-(DIMETHOXYTRITYL)-2'-DEOXYGUANOSINE-3'-N,N-DIISOPROPYL (CYANOETHYL) PHOSPHORAMIDITE(330628-04-1)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 330628-04-1(Hazardous Substances Data)

Synthetic route

5'-O-[bis(4-methoxyphenyl)phenylmethyl]-8-bromo-2'-deoxy-N-[(dimethylamino)methylene]guanosine (40094-22-2) + N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite (102691-36-1) → 5'-O-(4,4'-dimethoxytrityl)-N-dimethyl-formamidine-2'-deoxyguanosine 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite (330628-04-1)

Conditions	Yield
With N,N-diisopropylamine tetrazolide

4,4'-dimethoxytrityl chloride (40615-36-9) → 5'-O-(4,4'-dimethoxytrityl)-N-dimethyl-formamidine-2'-deoxyguanosine 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite (330628-04-1)

Conditions	Yield
Multi-step reaction with 2 steps 1: 78 percent / pyridine 2: diisopropylammonium tetrazolide View Scheme

N2-dimethylaminomethylene-2'-deoxyguanosine (17331-13-4) → 5'-O-(4,4'-dimethoxytrityl)-N-dimethyl-formamidine-2'-deoxyguanosine 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite (330628-04-1)

Conditions	Yield
Multi-step reaction with 2 steps 1: 78 percent / pyridine 2: diisopropylammonium tetrazolide View Scheme

2'-Deoxyguanosine (961-07-9) → 5'-O-(4,4'-dimethoxytrityl)-N-dimethyl-formamidine-2'-deoxyguanosine 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite (330628-04-1)

Conditions	Yield
Multi-step reaction with 3 steps 1: methanol 2: 78 percent / pyridine 3: diisopropylammonium tetrazolide View Scheme

C112H161N7O13 + 5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] (98796-51-1) + 5'-O-(4,4'-dimethoxytrityl)-N-dimethyl-formamidine-2'-deoxyguanosine 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite (330628-04-1) → C141H197N17O26P2

Conditions

Yield

Stage #1: C112H161N7O13 With dichloro-acetic acid In dichloromethane at 20℃; Stage #2: 5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] With benzyl tetrazol-5-yl sulphide In dichloromethane; acetonitrile at 20℃; Stage #3: 5'-O-(4,4'-dimethoxytrityl)-N-dimethyl-formamidine-2'-deoxyguanosine 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite Further stages;

92%

5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] (98796-51-1) + 5'-O-(4,4'-dimethoxytrityl)-N-dimethyl-formamidine-2'-deoxyguanosine 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite (330628-04-1) + N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] (98796-53-3) + 5'-O-(4,4'-dimethoxytrityl)-N-acetyl-2'-deoxycytidine 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite (157543-67-4, 157543-68-5, 154110-40-4) + Ac-Cys(S-tBu)-Gly-Ala-Hse-Ala-O-(9-CH2-fluorenyl-2)-NHCO(CH2)2CO-Leu-4-methylbenzhydrylamine-resin → Ac-Cys-Gly-Ala-Hse(p3'dGCATGC)-Ala-OH + {Ac-Cys-Gly-Ala-Hse(p3&dGCATGC)-Ala-OH}2 [S-S]

Conditions	Yield
Multistep reaction;

5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] (98796-51-1) + 5'-O-(4,4'-dimethoxytrityl)-N-dimethyl-formamidine-2'-deoxyguanosine 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite (330628-04-1) + N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] (98796-53-3) + 5'-O-(4,4'-dimethoxytrityl)-N-acetyl-2'-deoxycytidine 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite (157543-67-4, 157543-68-5, 154110-40-4) → dTACTGTCCTA

Conditions

Yield

Stage #1: N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] With 2,4‐diethyl‐9‐oxo‐10‐(4‐heptoxyphenyl)‐9H‐thioxanthenium hexafluorophosphate UV-irradiation; Automated synthesizer; Stage #2: 5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] With 2,4‐diethyl‐9‐oxo‐10‐(4‐heptoxyphenyl)‐9H‐thioxanthenium hexafluorophosphate UV-irradiation; Automated synthesizer; Stage #3: 5'-O-(4,4'-dimethoxytrityl)-N-dimethyl-formamidine-2'-deoxyguanosine 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite; 5'-O-(4,4'-dimethoxytrityl)-N-acetyl-2'-deoxycytidine 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite Further stages;

5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] (98796-51-1) + 5'-O-(4,4'-dimethoxytrityl)-N-dimethyl-formamidine-2'-deoxyguanosine 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite (330628-04-1) + N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] (98796-53-3) + 5'-O-(4,4'-dimethoxytrityl)-N-acetyl-2'-deoxycytidine 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite (157543-67-4, 157543-68-5, 154110-40-4) → dATCCTTGGTC

Conditions

Yield

Stage #1: 5'-O-(4,4'-dimethoxytrityl)-N-acetyl-2'-deoxycytidine 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite With 2,4‐diethyl‐9‐oxo‐10‐(4‐heptoxyphenyl)‐9H‐thioxanthenium hexafluorophosphate UV-irradiation; Automated synthesizer; Stage #2: 5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] With 2,4‐diethyl‐9‐oxo‐10‐(4‐heptoxyphenyl)‐9H‐thioxanthenium hexafluorophosphate UV-irradiation; Automated synthesizer; Stage #3: 5'-O-(4,4'-dimethoxytrityl)-N-dimethyl-formamidine-2'-deoxyguanosine 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite; N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] Further stages;

C34H35N6O6Pol + 1-[(3'S,5'R,6'S)-5'-O-[(4,4'-dimethoxytriphenyl)methyl]-6'-[(ethoxycarbonyl)methyl]-3'-O-[(2-cyanoethoxy)-diisopropylaminophosphanyl]-2'-deoxy-3',5'-ethano-5',6'-methano-β-D-ribofuranosyl]thymine (1374576-30-3) + 5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] (98796-51-1) + 5'-O-(4,4'-dimethoxytrityl)-N-dimethyl-formamidine-2'-deoxyguanosine 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite (330628-04-1) + N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] (98796-53-3) + N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine-3-O-[O-(2-cyanoethyl)-N,N-(diisopropyl)]phosphoramidite (116003-04-4, 116003-05-5, 141847-24-7, 102212-98-6, 130794-98-8, 130794-99-9) → C102H128N39O58P9

Conditions

Yield

Stage #1: C34H35N6O6Pol With dichloro-acetic acid In 1,2-dichloro-ethane Automated synthesizer; Inert atmosphere; solid phase reaction; Stage #2: N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine-3-O-[O-(2-cyanoethyl)-N,N-(diisopropyl)]phosphoramidite With 5-(ethylthio)-1H-tetrazole In acetonitrile for 0.025h; Automated synthesizer; Inert atmosphere; solid phase reaction; Stage #3: 1-[(3'S,5'R,6'S)-5'-O-[(4,4'-dimethoxytriphenyl)methyl]-6'-[(ethoxycarbonyl)methyl]-3'-O-[(2-cyanoethoxy)-diisopropylaminophosphanyl]-2'-deoxy-3',5'-ethano-5',6'-methano-β-D-ribofuranosyl]thymine; 5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite]; 5'-O-(4,4'-dimethoxytrityl)-N-dimethyl-formamidine-2'-deoxyguanosine 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite; N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] Further stages;

C34H35N6O6Pol + 1-[(3'S,5'R,6'S)-5'-O-[(4,4'-dimethoxytriphenyl)methyl]-6'-[(ethoxycarbonyl)methyl]-3'-O-[(2-cyanoethoxy)-diisopropylaminophosphanyl]-2'-deoxy-3',5'-ethano-5',6'-methano-β-D-ribofuranosyl]thymine (1374576-30-3) + 5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] (98796-51-1) + 5'-O-(4,4'-dimethoxytrityl)-N-dimethyl-formamidine-2'-deoxyguanosine 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite (330628-04-1) + N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] (98796-53-3) + N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine-3-O-[O-(2-cyanoethyl)-N,N-(diisopropyl)]phosphoramidite (116003-04-4, 116003-05-5, 141847-24-7, 102212-98-6, 130794-98-8, 130794-99-9) → C102H128N39O58P9

Conditions

Yield

Stage #1: C34H35N6O6Pol With dichloro-acetic acid In 1,2-dichloro-ethane Automated synthesizer; Inert atmosphere; solid phase reaction; Stage #2: N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine-3-O-[O-(2-cyanoethyl)-N,N-(diisopropyl)]phosphoramidite With 5-(ethylthio)-1H-tetrazole In acetonitrile for 0.025h; Automated synthesizer; Inert atmosphere; solid phase reaction; Stage #3: 1-[(3'S,5'R,6'S)-5'-O-[(4,4'-dimethoxytriphenyl)methyl]-6'-[(ethoxycarbonyl)methyl]-3'-O-[(2-cyanoethoxy)-diisopropylaminophosphanyl]-2'-deoxy-3',5'-ethano-5',6'-methano-β-D-ribofuranosyl]thymine; 5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite]; 5'-O-(4,4'-dimethoxytrityl)-N-dimethyl-formamidine-2'-deoxyguanosine 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite; N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] Further stages;

C34H35N6O6Pol + 1-[(3'S,5'R,6'S)-5'-O-[(4,4'-dimethoxytriphenyl)methyl]-6'-[(ethoxycarbonyl)methyl]-3'-O-[(2-cyanoethoxy)-diisopropylaminophosphanyl]-2'-deoxy-3',5'-ethano-5',6'-methano-β-D-ribofuranosyl]thymine (1374576-30-3) + 5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] (98796-51-1) + 5'-O-(4,4'-dimethoxytrityl)-N-dimethyl-formamidine-2'-deoxyguanosine 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite (330628-04-1) + N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] (98796-53-3) + N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine-3-O-[O-(2-cyanoethyl)-N,N-(diisopropyl)]phosphoramidite (116003-04-4, 116003-05-5, 141847-24-7, 102212-98-6, 130794-98-8, 130794-99-9) → C107H133N40O59P9

Conditions

Yield

Stage #1: C34H35N6O6Pol With dichloro-acetic acid In 1,2-dichloro-ethane Automated synthesizer; Inert atmosphere; solid phase reaction; Stage #2: N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine-3-O-[O-(2-cyanoethyl)-N,N-(diisopropyl)]phosphoramidite With 5-(ethylthio)-1H-tetrazole In acetonitrile for 0.025h; Automated synthesizer; Inert atmosphere; solid phase reaction; Stage #3: 1-[(3'S,5'R,6'S)-5'-O-[(4,4'-dimethoxytriphenyl)methyl]-6'-[(ethoxycarbonyl)methyl]-3'-O-[(2-cyanoethoxy)-diisopropylaminophosphanyl]-2'-deoxy-3',5'-ethano-5',6'-methano-β-D-ribofuranosyl]thymine; 5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite]; 5'-O-(4,4'-dimethoxytrityl)-N-dimethyl-formamidine-2'-deoxyguanosine 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite; N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] Further stages;

C34H35N6O6Pol + 1-[(3'S,5'R,6'S)-5'-O-[(4,4'-dimethoxytriphenyl)methyl]-6'-[(hexadecoxycarbonyl)methyl]-3'-O-[(2-cyanoethoxy)-diisopropylaminophosphanyl]-2'-deoxy-3',5'-ethano-5',6'-methano-β-D-ribofuranosyl]thymine (1374576-38-1) + 5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] (98796-51-1) + 5'-O-(4,4'-dimethoxytrityl)-N-dimethyl-formamidine-2'-deoxyguanosine 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite (330628-04-1) + N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] (98796-53-3) + N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine-3-O-[O-(2-cyanoethyl)-N,N-(diisopropyl)]phosphoramidite (116003-04-4, 116003-05-5, 141847-24-7, 102212-98-6, 130794-98-8, 130794-99-9) → C118H159N38O59P9

Conditions

Yield

Stage #1: C34H35N6O6Pol With dichloro-acetic acid In 1,2-dichloro-ethane Automated synthesizer; Inert atmosphere; solid phase reaction; Stage #2: N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine-3-O-[O-(2-cyanoethyl)-N,N-(diisopropyl)]phosphoramidite With 5-(ethylthio)-1H-tetrazole In acetonitrile for 0.025h; Automated synthesizer; Inert atmosphere; solid phase reaction; Stage #3: 1-[(3'S,5'R,6'S)-5'-O-[(4,4'-dimethoxytriphenyl)methyl]-6'-[(hexadecoxycarbonyl)methyl]-3'-O-[(2-cyanoethoxy)-diisopropylaminophosphanyl]-2'-deoxy-3',5'-ethano-5',6'-methano-β-D-ribofuranosyl]thymine; 5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite]; 5'-O-(4,4'-dimethoxytrityl)-N-dimethyl-formamidine-2'-deoxyguanosine 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite; N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] Further stages;

C34H35N6O6Pol + 1-[(3'S,5'R,6'S)-5'-O-[(4,4'-dimethoxytriphenyl)methyl]-6'-[(hexadecoxycarbonyl)methyl]-3'-O-[(2-cyanoethoxy)-diisopropylaminophosphanyl]-2'-deoxy-3',5'-ethano-5',6'-methano-β-D-ribofuranosyl]thymine (1374576-38-1) + 5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] (98796-51-1) + 5'-O-(4,4'-dimethoxytrityl)-N-dimethyl-formamidine-2'-deoxyguanosine 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite (330628-04-1) + N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] (98796-53-3) + N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine-3-O-[O-(2-cyanoethyl)-N,N-(diisopropyl)]phosphoramidite (116003-04-4, 116003-05-5, 141847-24-7, 102212-98-6, 130794-98-8, 130794-99-9) → C118H159N38O59P9

Conditions

Yield

Stage #1: C34H35N6O6Pol With dichloro-acetic acid In 1,2-dichloro-ethane Automated synthesizer; Inert atmosphere; solid phase reaction; Stage #2: N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine-3-O-[O-(2-cyanoethyl)-N,N-(diisopropyl)]phosphoramidite With 5-(ethylthio)-1H-tetrazole In acetonitrile for 0.025h; Automated synthesizer; Inert atmosphere; solid phase reaction; Stage #3: 1-[(3'S,5'R,6'S)-5'-O-[(4,4'-dimethoxytriphenyl)methyl]-6'-[(hexadecoxycarbonyl)methyl]-3'-O-[(2-cyanoethoxy)-diisopropylaminophosphanyl]-2'-deoxy-3',5'-ethano-5',6'-methano-β-D-ribofuranosyl]thymine; 5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite]; 5'-O-(4,4'-dimethoxytrityl)-N-dimethyl-formamidine-2'-deoxyguanosine 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite; N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] Further stages;

C34H35N6O6Pol + 1-[(3'S,5'R,6'S)-5'-O-[(4,4'-dimethoxytriphenyl)methyl]-6'-[(hexadecoxycarbonyl)methyl]-3'-O-[(2-cyanoethoxy)-diisopropylaminophosphanyl]-2'-deoxy-3',5'-ethano-5',6'-methano-β-D-ribofuranosyl]thymine (1374576-38-1) + 5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] (98796-51-1) + 5'-O-(4,4'-dimethoxytrityl)-N-dimethyl-formamidine-2'-deoxyguanosine 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite (330628-04-1) + N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] (98796-53-3) + N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine-3-O-[O-(2-cyanoethyl)-N,N-(diisopropyl)]phosphoramidite (116003-04-4, 116003-05-5, 141847-24-7, 102212-98-6, 130794-98-8, 130794-99-9) → C139H195N38O61P9

Conditions

Yield

Stage #1: C34H35N6O6Pol With dichloro-acetic acid In 1,2-dichloro-ethane Automated synthesizer; Inert atmosphere; solid phase reaction; Stage #2: N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine-3-O-[O-(2-cyanoethyl)-N,N-(diisopropyl)]phosphoramidite With 5-(ethylthio)-1H-tetrazole In acetonitrile for 0.025h; Automated synthesizer; Inert atmosphere; solid phase reaction; Stage #3: 1-[(3'S,5'R,6'S)-5'-O-[(4,4'-dimethoxytriphenyl)methyl]-6'-[(hexadecoxycarbonyl)methyl]-3'-O-[(2-cyanoethoxy)-diisopropylaminophosphanyl]-2'-deoxy-3',5'-ethano-5',6'-methano-β-D-ribofuranosyl]thymine; 5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite]; 5'-O-(4,4'-dimethoxytrityl)-N-dimethyl-formamidine-2'-deoxyguanosine 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite; N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] Further stages;

5'-O-DMTr-thymidine-succinyl linker + {3'-O-[(2-cyanoethoxy)(diisopropylamino)phosphanyl]-5'-O-(4,4'-dimethoxytriphenyl)methyl-2'-deoxy-3',5'-etheno-β-D-ribofuranosyl}thymine + 5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] (98796-51-1) + 5'-O-(4,4'-dimethoxytrityl)-N-dimethyl-formamidine-2'-deoxyguanosine 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite (330628-04-1) + N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] (98796-53-3) + N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine-3-O-[O-(2-cyanoethyl)-N,N-(diisopropyl)]phosphoramidite (116003-04-4, 116003-05-5, 141847-24-7, 102212-98-6, 130794-98-8, 130794-99-9) → d(GGATGTTC((2-deoxy-3',5'-etheno-β-D-ribofuranosyl)thymine)CGA)

Conditions

Yield

Stage #1: 5'-O-DMTr-thymidine-succinyl linker With dichloro-acetic acid In dichloromethane dA-CPG 500; Automated synthesizer; Stage #2: 5'-O-(4,4'-dimethoxytrityl)-N-dimethyl-formamidine-2'-deoxyguanosine 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite With 5-(ethylthio)-1H-tetrazole In acetonitrile for 0.025h; dA-CPG 500; Automated synthesizer; Stage #3: {3'-O-[(2-cyanoethoxy)(diisopropylamino)phosphanyl]-5'-O-(4,4'-dimethoxytriphenyl)methyl-2'-deoxy-3',5'-etheno-β-D-ribofuranosyl}thymine; 5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite]; N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite]; N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine-3-O-[O-(2-cyanoethyl)-N,N-(diisopropyl)]phosphoramidite Further stages;

5'-O-DMTr-thymidine-succinyl linker + {3'-O-[(2-cyanoethoxy)(diisopropylamino)phosphanyl]-5'-O-(4,4'-dimethoxytriphenyl)methyl-2'-deoxy-3',5'-etheno-β-D-ribofuranosyl}thymine + 5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] (98796-51-1) + 5'-O-(4,4'-dimethoxytrityl)-N-dimethyl-formamidine-2'-deoxyguanosine 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite (330628-04-1) + N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] (98796-53-3) + N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine-3-O-[O-(2-cyanoethyl)-N,N-(diisopropyl)]phosphoramidite (116003-04-4, 116003-05-5, 141847-24-7, 102212-98-6, 130794-98-8, 130794-99-9) → d(GGA((2-deoxy-3',5'-etheno-β-D-ribofuranosyl)thymine)GTTC((2-deoxy-3',5'-etheno-β-D-ribofuranosyl)thymine)CGA)

Conditions

Yield

Stage #1: 5'-O-DMTr-thymidine-succinyl linker With dichloro-acetic acid In dichloromethane dA-CPG 500; Automated synthesizer; Stage #2: 5'-O-(4,4'-dimethoxytrityl)-N-dimethyl-formamidine-2'-deoxyguanosine 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite With 5-(ethylthio)-1H-tetrazole In acetonitrile for 0.025h; dA-CPG 500; Automated synthesizer; Stage #3: {3'-O-[(2-cyanoethoxy)(diisopropylamino)phosphanyl]-5'-O-(4,4'-dimethoxytriphenyl)methyl-2'-deoxy-3',5'-etheno-β-D-ribofuranosyl}thymine; 5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite]; N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite]; N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine-3-O-[O-(2-cyanoethyl)-N,N-(diisopropyl)]phosphoramidite Further stages;

5'-O-DMTr-thymidine-succinyl linker + {3'-O-[(2-cyanoethoxy)(diisopropylamino)phosphanyl]-5'-O-(4,4'-dimethoxytriphenyl)methyl-2'-deoxy-3',5'-etheno-β-D-ribofuranosyl}thymine + 5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] (98796-51-1) + 5'-O-(4,4'-dimethoxytrityl)-N-dimethyl-formamidine-2'-deoxyguanosine 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite (330628-04-1) + N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] (98796-53-3) + N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine-3-O-[O-(2-cyanoethyl)-N,N-(diisopropyl)]phosphoramidite (116003-04-4, 116003-05-5, 141847-24-7, 102212-98-6, 130794-98-8, 130794-99-9) → d(GGATG((2-deoxy-3',5'-etheno-β-D-ribofuranosyl)thymine)((2-deoxy-3',5'-etheno-β-D-ribofuranosyl)thymine)CTCGA)

Conditions

Yield

Stage #1: 5'-O-DMTr-thymidine-succinyl linker With dichloro-acetic acid In dichloromethane dA-CPG 500; Automated synthesizer; Stage #2: 5'-O-(4,4'-dimethoxytrityl)-N-dimethyl-formamidine-2'-deoxyguanosine 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite With 5-(ethylthio)-1H-tetrazole In acetonitrile for 0.025h; dA-CPG 500; Automated synthesizer; Stage #3: {3'-O-[(2-cyanoethoxy)(diisopropylamino)phosphanyl]-5'-O-(4,4'-dimethoxytriphenyl)methyl-2'-deoxy-3',5'-etheno-β-D-ribofuranosyl}thymine; 5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite]; N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite]; N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine-3-O-[O-(2-cyanoethyl)-N,N-(diisopropyl)]phosphoramidite Further stages;

5'-O-DMTr-thymidine-succinyl linker + 5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] (98796-51-1) + 5'-O-(4,4'-dimethoxytrityl)-N-dimethyl-formamidine-2'-deoxyguanosine 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite (330628-04-1) + N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] (98796-53-3) + N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine-3-O-[O-(2-cyanoethyl)-N,N-(diisopropyl)]phosphoramidite (116003-04-4, 116003-05-5, 141847-24-7, 102212-98-6, 130794-98-8, 130794-99-9) + Diisopropyl-phosphoramidous acid (1aR,1bR,3R,4aS,5aS)-1a-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-3-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-hexahydro-2-oxa-cyclopropa[a]pentalen-4a-yl ester 2-cyano-ethyl ester → d(GGATGTTC((5’R)-(2’-deoxy-3’,5’-ethano-5’,6’-methano-β-D-ribofuranosyl)thymine)CGA)

Conditions

Yield

Stage #1: 5'-O-DMTr-thymidine-succinyl linker With dichloro-acetic acid In dichloromethane dA-CPG 500; Automated synthesizer; Stage #2: 5'-O-(4,4'-dimethoxytrityl)-N-dimethyl-formamidine-2'-deoxyguanosine 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite With 5-(ethylthio)-1H-tetrazole In acetonitrile for 0.025h; dA-CPG 500; Automated synthesizer; Stage #3: 5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite]; N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite]; N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine-3-O-[O-(2-cyanoethyl)-N,N-(diisopropyl)]phosphoramidite; Diisopropyl-phosphoramidous acid (1aR,1bR,3R,4aS,5aS)-1a-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-3-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-hexahydro-2-oxa-cyclopropa[a]pentalen-4a-yl ester 2-cyano-ethyl ester Further stages;

5'-O-DMTr-thymidine-succinyl linker + 5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] (98796-51-1) + 5'-O-(4,4'-dimethoxytrityl)-N-dimethyl-formamidine-2'-deoxyguanosine 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite (330628-04-1) + N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] (98796-53-3) + N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine-3-O-[O-(2-cyanoethyl)-N,N-(diisopropyl)]phosphoramidite (116003-04-4, 116003-05-5, 141847-24-7, 102212-98-6, 130794-98-8, 130794-99-9) + Diisopropyl-phosphoramidous acid (1aR,1bR,3R,4aS,5aS)-1a-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-3-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-hexahydro-2-oxa-cyclopropa[a]pentalen-4a-yl ester 2-cyano-ethyl ester → d(GGA((5’R)-(2’-deoxy-3’,5’-ethano-5’,6’-methano-β-D-ribofuranosyl)thymine)GTTC((5’R)-(2’-deoxy-3’,5’-ethano-5’,6’-methano-β-D-ribofuranosyl)thymine)CGA)

Conditions

Yield

Stage #1: 5'-O-DMTr-thymidine-succinyl linker With dichloro-acetic acid In dichloromethane dA-CPG 500; Automated synthesizer; Stage #2: 5'-O-(4,4'-dimethoxytrityl)-N-dimethyl-formamidine-2'-deoxyguanosine 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite With 5-(ethylthio)-1H-tetrazole In acetonitrile for 0.025h; dA-CPG 500; Automated synthesizer; Stage #3: 5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite]; N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite]; N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine-3-O-[O-(2-cyanoethyl)-N,N-(diisopropyl)]phosphoramidite; Diisopropyl-phosphoramidous acid (1aR,1bR,3R,4aS,5aS)-1a-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-3-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-hexahydro-2-oxa-cyclopropa[a]pentalen-4a-yl ester 2-cyano-ethyl ester Further stages;

5'-O-DMTr-thymidine-succinyl linker + 5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] (98796-51-1) + 5'-O-(4,4'-dimethoxytrityl)-N-dimethyl-formamidine-2'-deoxyguanosine 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite (330628-04-1) + N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] (98796-53-3) + N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine-3-O-[O-(2-cyanoethyl)-N,N-(diisopropyl)]phosphoramidite (116003-04-4, 116003-05-5, 141847-24-7, 102212-98-6, 130794-98-8, 130794-99-9) + Diisopropyl-phosphoramidous acid (1aR,1bR,3R,4aS,5aS)-1a-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-3-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-hexahydro-2-oxa-cyclopropa[a]pentalen-4a-yl ester 2-cyano-ethyl ester → d(GGATG((5’R)-(2’-deoxy-3’,5’-ethano-5’,6’-methano-β-D-ribofuranosyl)thymine)((5’R)-(2’-deoxy-3’,5’-ethano-5’,6’-methano-β-D-ribofuranosyl)thymine)CTCGA)

Conditions

Yield

Stage #1: 5'-O-DMTr-thymidine-succinyl linker With dichloro-acetic acid In dichloromethane dA-CPG 500; Automated synthesizer; Stage #2: 5'-O-(4,4'-dimethoxytrityl)-N-dimethyl-formamidine-2'-deoxyguanosine 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite With 5-(ethylthio)-1H-tetrazole In acetonitrile for 0.025h; dA-CPG 500; Automated synthesizer; Stage #3: 5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite]; N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite]; N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine-3-O-[O-(2-cyanoethyl)-N,N-(diisopropyl)]phosphoramidite; Diisopropyl-phosphoramidous acid (1aR,1bR,3R,4aS,5aS)-1a-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-3-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-hexahydro-2-oxa-cyclopropa[a]pentalen-4a-yl ester 2-cyano-ethyl ester Further stages;

5'-O-DMTr-thymidine-succinyl linker + C43H51N4O8P + 5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] (98796-51-1) + 5'-O-(4,4'-dimethoxytrityl)-N-dimethyl-formamidine-2'-deoxyguanosine 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite (330628-04-1) + N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] (98796-53-3) + N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine-3-O-[O-(2-cyanoethyl)-N,N-(diisopropyl)]phosphoramidite (116003-04-4, 116003-05-5, 141847-24-7, 102212-98-6, 130794-98-8, 130794-99-9) → d(GGATGTTC((5’R)-(2’-deoxy-3’,5’-ethano-6’,7’-methano-β-D-ribofuranosyl)thymine)CGA)

Conditions

Yield

Stage #1: 5'-O-DMTr-thymidine-succinyl linker With dichloro-acetic acid In dichloromethane dA-CPG 500; Automated synthesizer; Stage #2: 5'-O-(4,4'-dimethoxytrityl)-N-dimethyl-formamidine-2'-deoxyguanosine 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite With 5-(ethylthio)-1H-tetrazole In acetonitrile for 0.025h; dA-CPG 500; Automated synthesizer; Stage #3: C43H51N4O8P; 5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite]; N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite]; N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine-3-O-[O-(2-cyanoethyl)-N,N-(diisopropyl)]phosphoramidite Further stages;

Upstream product

• 961-07-9 2'-Deoxyguanosine 
• 17331-13-4 N²-dimethylaminomethylene-2'-deoxyguanosine 
• 40615-36-9 4,4'-dimethoxytrityl chloride 
• 40094-22-2 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-8-bromo-2'-deoxy-N-[(dimethylamino)methylene]guanosine 
• 102691-36-1 N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite 

Relevant articles and documents

FAST OLIGONUCLEOTIDE DEPROTECTION. PHOSPHORAMIDITE CHEMISTRY FOR DNA SYNTHESIS

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