Sodium;[[5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] hydrogen phosphate

Base Information

• Chemical Name: Sodium;[[5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] hydrogen phosphate
• CAS No.: 1172-42-5
• Molecular Formula: C₁₀H₁₃N₅O₁₀P₂*2Na
• Molecular Weight: 471.168
• European Community (EC) Number: 214-631-6
• Mol file: 1172-42-5.mol

Synonyms:Adenosine 5'-(trihydrogen diphosphate), monosodium salt;C10H15N5O10P2.Na;C10-H15-N5-O10-P2.Na

Chemical Property of Sodium;[[5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] hydrogen phosphate

Chemical Property:

• Boiling Point: 877.7°Cat760mmHg
• Flash Point: 484.6°C
• PSA: 252.22000
• Density: 2.49g/cm³
• LogP: -1.16480
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 6
• Exact Mass: 449.01135994
• Heavy Atom Count: 28
• Complexity: 650

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

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+]

Technology Process of Sodium;[[5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] hydrogen phosphate

There total 12 articles about Sodium;[[5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] hydrogen phosphate 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、 Arriola, Joshua T.,Jiménez, Eddy I.,Krishnamurthy, Ramanarayanan,Lin, Huacan,Müller, Ulrich F.. "Concurrent Prebiotic Formation of Nucleoside-Amidophosphates and Nucleoside-Triphosphates Potentiates Transition from Abiotic to Biotic Polymerization". supporting information. . Retrieved 2021/11/30.
• 2、 Korhonen, Heidi J.,Bolt, Hannah L.,Hodgson, David R. W.. "A procedure for the preparation and isolation of nucleoside-5′-diphosphates". . p. 469 - 472. Retrieved 2015/06/08.