Methyl tetraisopropylphosphorodiamidite

Base Information

• Chemical Name: Methyl tetraisopropylphosphorodiamidite
• CAS No.: 92611-10-4
• Molecular Formula: C13H31 N2 O P
• Molecular Weight: 262.376
• Hs Code.: 2929909090
• European Community (EC) Number: 627-320-9
• DSSTox Substance ID: DTXSID40352994
• Nikkaji Number: J2.666.855G
• Wikidata: Q82130438
• Mol file: 92611-10-4.mol

Synonyms:92611-10-4;methyl tetraisopropylphosphorodiamidite;Methyl N,N,N',N'-tetraisopropylphosphorodiamidite;N-[[di(propan-2-yl)amino]-methoxyphosphanyl]-N-propan-2-ylpropan-2-amine;N,N,N',N'-Tetraisopropyl-1-methoxyphosphanediamine;starbld0015074;SCHEMBL631105;DTXSID40352994;bis(diisopropylamino)methoxyphosphine;Phosphorodiamidous acid, tetrakis(1-methylethyl)-, methyl ester;bis(diisopropylamino) methoxyphosphine;AKOS024375420;FT-0707434;Methyl N,N,N,N-tetraisopropylphosphorodiaMidite;Methyl N,N,N',N'-tetraisopropylphosphorodiamidite, 97%

Chemical Property of Methyl tetraisopropylphosphorodiamidite

Chemical Property:

• Refractive Index: n20/D 1.461(lit.)
• Boiling Point: 287.3°Cat760mmHg
• PKA: 7.49±0.70(Predicted)
• Flash Point: 127.5°C
• PSA: 42.59000
• Density: g/cm³
• LogP: 3.97850
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 262.21740061
• Heavy Atom Count: 17
• Complexity: 172

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl N,N,N′,N′-tetraisopropylphosphorodiamidite 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 14-36/37/38
• Safety Statements: 7-26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)N(C(C)C)P(N(C(C)C)C(C)C)OC

Technology Process of Methyl tetraisopropylphosphorodiamidite

There total 3 articles about Methyl tetraisopropylphosphorodiamidite which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 79.0%

methyl dichlorophosphite (3279-26-3) + diisopropylamine (108-18-9) → bis(N,N-diisopropylamino)methoxyphosphine (92611-10-4)

Guidance literature:

In diethyl ether; for 1h; Ambient temperature;

DOI:10.1021/jo00212a003

Reference yield: 76.0%

methanol (67-56-1) + bis(diisopropylamino)chlorophosphine (56183-63-2) → bis(N,N-diisopropylamino)methoxyphosphine (92611-10-4)

Guidance literature:

With triethylamine; In diethyl ether; at 0 ℃; for 3h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.1c00347

Reference yield:

diisopropylamine (108-18-9) → bis(N,N-diisopropylamino)methoxyphosphine (92611-10-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / phosphorus trichloride / diethyl ether / 12 h / Heating

2: triethylamine / diethyl ether / Ambient temperature

With triethylamine; phosphorus trichloride; In diethyl ether;

DOI:10.1246/cl.1986.1401

upstream raw materials:

methanol

bis(diisopropylamino)chlorophosphine

methyl dichlorophosphite

diisopropylamine

Downstream raw materials:

Benzoic acid (2R,3S,5R)-3-(diisopropylamino-methoxy-phosphanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester

2'-O-(bis(2-acetoxyethoxy)methyl)-5'-O-[bis(trimethylsiloxy)(cyclododecyloxy)silyl]-4-N-(4,4'-dimethoxytrityl)-[3-15N,4-amino-15N]cytidine 3'-(N,N-diisopropyl)methoxyphosphoramidite

C₁₀₄H₁₄₇N₃⁽¹⁵⁾N₄O₃₂P₂Si₃

dimethyl N,N-diisopropylphosphoramidite

Refernces

• 1、 Wu, Jiabin,Wang, Pengcheng,Wang, Yinsheng. "Cytotoxic and mutagenic properties of alkyl phosphotriester lesions in Escherichia coli cells". . p. 4013 - 4021. Retrieved 2018/09/09.
• 2、 Reddy, P. Ganapati,Bao, Donghui,Chang, Wonsuk,Chun, Byoung-Kwon,Du, Jinfa,Nagarathnam, Dhanapalan,Rachakonda, Suguna,Ross, Bruce S.,Zhang, Hai-Ren,Bansal, Shalini,Espiritu, Christine L.,Keilman, Meg,Lam, Angela M.,Niu, Congrong,Steuer, Holly Micolochick,Furman, Phillip A.,Otto, Michael J.,Sofia, Michael J.. "2′-Deoxy-2′-α-fluoro-2′-β-C-methyl 3′,5′-cyclic phosphate nucleotide prodrug analogs as inhibitors of HCV NS5B polymerase: Discovery of PSI-352938". body text. p. 7376 - 7380. Retrieved 2011/02/28.