[(2R,3R,4R,5R)-2-(4-amino-2-oxopyrimidin-1-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl] [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl hydrogen phosphate

Base Information

• Chemical Name: [(2R,3R,4R,5R)-2-(4-amino-2-oxopyrimidin-1-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl] [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl hydrogen phosphate
• CAS No.: 22886-36-8
• Molecular Formula: C19H25 N8 O11 P
• Molecular Weight: 572.428
• European Community (EC) Number: 245-296-4
• DSSTox Substance ID: DTXSID701310144
• Nikkaji Number: J318.349A
• Mol file: 22886-36-8.mol

Synonyms:C2'p5'A;cytidylyl-2',5'-adenosine

Chemical Property of [(2R,3R,4R,5R)-2-(4-amino-2-oxopyrimidin-1-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl] [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl hydrogen phosphate

Chemical Property:

• XLogP3: -5.2
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 15
• Rotatable Bond Count: 8
• Exact Mass: 572.13804064
• Heavy Atom Count: 39
• Complexity: 1040

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN(C(=O)N=C1N)C2C(C(C(O2)CO)O)OP(=O)(O)OCC3C(C(C(O3)N4C=NC5=C(N=CN=C54)N)O)O
• Isomeric SMILES: C1=CN(C(=O)N=C1N)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)OP(=O)(O)OC[C@@H]3[C@H]([C@H]([C@@H](O3)N4C=NC5=C(N=CN=C54)N)O)O

Technology Process of [(2R,3R,4R,5R)-2-(4-amino-2-oxopyrimidin-1-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl] [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl hydrogen phosphate

There total 5 articles about [(2R,3R,4R,5R)-2-(4-amino-2-oxopyrimidin-1-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl] [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl 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:

cytidine triphosphate (65-47-4,13191-15-6) + ATP (56-65-5,896506-78-8) → C2'p5'A2'p5'C (1170694-62-8) + A2'p5'A2'p5'C (97226-64-7) + A2'p5'A2'p5'U (97205-06-6) + C2'p5'A2'p5'A (1270047-38-5) + A2'p5'A2'p5'A2'p5'C (1270047-39-6) + uridylyl-(5'->2')-adenosine (10061-10-6) + adenylyl(2'-5')cytidine (10318-62-4) + C2'p5'A (22886-36-8)

Guidance literature:

cytidine triphosphate; ATP; With potassium chloride; magnesium chloride; at 37 ℃; pH=8; aq. buffer; Enzymatic reaction;

With shrimp alkaline phosphatase; magnesium chloride; at 37 ℃; for 1h; pH=8; aq. buffer; Enzymatic reaction;

DOI:10.3390/md8020235

Reference yield:

→ C2'p5'A (22886-36-8)

Guidance literature:

With hydrogenchloride;

Reference yield:

2',3'-di-O-acetyladenosine (29886-19-9) → C2'p5'A (22886-36-8)

Guidance literature:

With 1,4-dioxane; tributyl-amine; phenylphosphorochloridate; Erwaermen des Reaktionsprodukts mit wss.NH₃;

DOI:10.1039/jr9590003655

upstream raw materials:

2',3'-di-O-acetyladenosine

cytidine triphosphate

ATP

Downstream raw materials:

CYTIDINE