Diphosphomethylphosphonic acid adenosyl ester

Base Information

• Chemical Name: Diphosphomethylphosphonic acid adenosyl ester
• CAS No.: 7292-42-4
• Molecular Formula: C11H18N5O12P3
• Molecular Weight: 505.212
• European Community (EC) Number: 230-723-9
• UNII: NYX13NT29D
• DSSTox Substance ID: DTXSID20223219
• Nikkaji Number: J212.289H
• Wikidata: Q27074393
• Pharos Ligand ID: 1WNK8TKD5X4S
• Metabolomics Workbench ID: 55070
• ChEMBL ID: CHEMBL132722
• Mol file: 7292-42-4.mol

Synonyms:(.alpha.,.beta.-methylene)adenosine 5'-triphosphate;adenosine 5'-(alpha,beta-methylene)triphosphate;alpha, beta-methylene ATP;alpha,beta-MeATP;alpha,beta-methylATP;alpha,beta-methylene ATP;alpha,beta-methyleneadenosine 5'-triphosphate;alpha,beta-methyleneadenosine 5'-triphosphate, lithium salt;AMPCPP;APCPP;App(Ch)2P;APPCP;HPCPP;magnesium-(alpha,beta-methylene)ATP

Chemical Property of Diphosphomethylphosphonic acid adenosyl ester

Chemical Property:

• Boiling Point: 968.2oC at 760 mmHg
• PKA: 0.56±0.10(Predicted)
• Flash Point: 539.3oC
• PSA: 299.33000
• Density: 2.5g/cm3
• LogP: -0.93690
• Storage Temp.: Store at -20°C
• XLogP3: -5.9
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 16
• Rotatable Bond Count: 8
• Exact Mass: 505.01648202
• Heavy Atom Count: 31
• Complexity: 800

Purity/Quality:

97% ^*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)(CP(=O)(O)OP(=O)(O)O)O)O)O)N
• Isomeric SMILES: C1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(CP(=O)(O)OP(=O)(O)O)O)O)O)N
• Uses: α,β-Methyleneadenosine 5''-Triphosphate is a P2-purinoceptor agonist.

Technology Process of Diphosphomethylphosphonic acid adenosyl ester

There total 1 articles about Diphosphomethylphosphonic acid adenosyl ester 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:

C29H36N6O12P2 + N,N-diisopropyl-bis<2-(methylsulfonyl)ethyl> phosphoramidite (157728-69-3) → adenosine 5'-(hydrogen {[hydroxy(phosphonooxy)phosphinyl]methyl}phosphonate) (7292-42-4)

Guidance literature:

C₂₉H₃₆N₆O₁₂P₂; N,N-diisopropyl-bis<2-(methylsulfonyl)ethyl> phosphoramidite; With 5-(ethylthio)-1H-tetrazole; In acetonitrile; for 0.25h; Inert atmosphere;

With tert.-butylhydroperoxide; In decane; acetonitrile; for 0.25h; Inert atmosphere;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In decane; acetonitrile; for 0.5h; Inert atmosphere;

DOI:10.1002/anie.201611878

upstream raw materials:

N,N-diisopropyl-bis<2-(methylsulfonyl)ethyl> phosphoramidite

Refernces