Sodium ((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl diphosphate

Base Information

• Chemical Name: Sodium ((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl diphosphate
• CAS No.: 20398-34-9
• Molecular Formula: C₁₀H₁₃N₅O₁₀P₂*2Na
• Molecular Weight: 471.168
• Hs Code.: 29349990
• European Community (EC) Number: 218-249-0
• DSSTox Substance ID: DTXSID70942564
• Nikkaji Number: J185.549B
• Mol file: 20398-34-9.mol

Synonyms:20398-34-9;Adenosine 5'-diphosphate sodium salt;Adenosine-5'-diphosphate trisodium salt;Sodium ((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl diphosphate;ADP Sodium;ADP Sodium Salt;2092-65-1;trisodium;[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-oxidophosphoryl] phosphate;xSodium ((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl diphosphate;Adenosine diphosphate sodium salt;C10H12N5Na3O10P2;DTXSID70942564;KWEUUBDPVVHQAL-MSQVLRTGSA-K;adenosine-5'-diphosphate sodium salt;AKOS022179932;Adenosine-5-'diphosphate trisodium salt;AS-80599;D70158;trisodium ({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxy)phosphonate

Chemical Property of Sodium ((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl diphosphate

Chemical Property:

• Appearance/Colour: white to off-white powder
• Boiling Point: 877.7 ºC at 760 mmHg
• Flash Point: 484.6 ºC
• PSA: 260.71000
• Density: 2.49 g/cm³
• LogP: 0.14980
• Storage Temp.: −20°C
• Solubility.: Aquoues Base (Slightly), Methanol (Slightly), Water (Slightly)
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 5
• Exact Mass: 492.97524844
• Heavy Atom Count: 30
• Complexity: 618

Purity/Quality:

99%, ^*data from raw suppliers

Adenosine 5′-diphosphate sodium salt ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-68/20/21/22
• Safety Statements: 36/37-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)COP(=O)([O-])OP(=O)([O-])[O-])O)O)N.[Na+].[Na+].[Na+]
• Isomeric SMILES: C1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)([O-])OP(=O)([O-])[O-])O)O)N.[Na+].[Na+].[Na+]

Technology Process of Sodium ((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl diphosphate

There total 12 articles about Sodium ((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl diphosphate 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: 66.0%

C54H54N21O33P6(9-) → adenosine-5′-diphosphate trisodium salt (1172-42-5,2092-65-1,16178-48-6,20398-34-9,71997-33-6,71997-36-9,71997-52-9,71997-55-2)

Guidance literature:

C₅₄H₅₄N₂₁O₃₃P₆^(9-); With ammonium hydroxide; at 50 ℃; Sealed tube;

In methanol; water; at 50 ℃; for 5h; Sealed tube;

Sealed tube;

DOI:10.1002/ejoc.202100544

Reference yield:

5'-tosyladenosine (5135-30-8) → adenosine-5′-diphosphate trisodium salt (1172-42-5,2092-65-1,16178-48-6,20398-34-9,71997-33-6,71997-36-9,71997-52-9,71997-55-2)

Guidance literature:

5'-tosyladenosine; With tris[bis(triphenylphosphoranylidene)ammonium]pyrophosphate; In acetonitrile; at 30 ℃; Inert atmosphere;

With sodium iodide; In water; acetone; acetonitrile; at 0 ℃; pH=8; Inert atmosphere;

DOI:10.3762/bjoc.11.52

Reference yield:

C24H28N5O11(18)O2P3 → C10H12N5O11(18)O2P3(4-)*4Na(1+) + adenosine-5′-diphosphate trisodium salt (1172-42-5,2092-65-1,16178-48-6,20398-34-9,71997-33-6,71997-36-9,71997-52-9,71997-55-2)

Guidance literature:

C₂₄H₂₈N₅O₁₁⁽¹⁸⁾O₂P₃; With palladium on activated carbon; hydrogen; In methanol; water; for 0.75h; under 2850.29 Torr;

With sodium hydrogencarbonate; In water;

DOI:10.1002/chem.201500838

upstream raw materials:

disodium adenosine-5' triphosphate

Acridin-9-yl-[3-(1,13-dioxa-4,7,10,16,19,22-hexaaza-cyclotetracos-7-yl)-propyl]-amine; hydrochloride

adenosine 5'-trimetaphosphate

C₁₀H₁₂Cl₂N₅O₅P

Downstream raw materials:

adenosine 5'-triphosphate

5'-adenosine monophosphate

Refernces

• 1、 Appy, Lucie,Peyrottes, Suzanne,Roy, Béatrice. "Supported Synthesis of Adenosine Nucleotides and Derivatives on a Benzene-Centered Tripodal Soluble Support". . . Retrieved 2021/06/23.
• 2、 Hofer, Alexandre,Cremosnik, Gregor S.,Müller, Andr C.,Giambruno, Roberto,Trefzer, Claudia,Superti-Furga, Giulio,Bennett, Keiryn L.,Jessen, Henning J.. "A Modular Synthesis of Modified Phosphoanhydrides". . p. 10116 - 10122. Retrieved 2015/07/07.