Phosphomethylphosphonic acid adenylate ester

Base Information

• Chemical Name: Phosphomethylphosphonic acid adenylate ester
• CAS No.: 3469-78-1
• Molecular Formula: C11H18N5O12P3
• Molecular Weight: 505.212
• European Community (EC) Number: 222-435-7
• DSSTox Substance ID: DTXSID80956172
• Nikkaji Number: J152.173J
• Wikidata: Q27079196
• Pharos Ligand ID: 1WN7LFUPFKDQ
• Metabolomics Workbench ID: 52252
• ChEMBL ID: CHEMBL133463
• Mol file: 3469-78-1.mol

Synonyms:5'-adenylyl (beta,gamma-methylene)diphosphonate;adenosine (beta,gamma-methylene)triphosphate;adenosine 5'-beta,gamma-methylenetriphosphate;adenylyl methylene diphosphate;adenylyl methylenediphosphate;adenylyl(beta,gamma-methylene)diphosphonate;AMP-PCP;AMPPCP;beta, gamma-methylene-ATP;beta,gamma-Me-ATP;beta-gamma-meATP;L-beta,gamma-MeATP;L-beta,gamma-methylene adenosine 5'-triphosphate

Chemical Property of Phosphomethylphosphonic acid adenylate ester

Chemical Property:

• PSA: 299.33000
• LogP: -0.93690
• 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)(O)OP(=O)(CP(=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)(O)OP(=O)(CP(=O)(O)O)O)O)O)N

Technology Process of Phosphomethylphosphonic acid adenylate ester

There total 8 articles about Phosphomethylphosphonic acid adenylate 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: 67.0%

Methylenediphosphonic acid (1984-15-2) + 5'-adenosine monophosphate (61-19-8,24937-83-5,67583-85-1) → AMPPCP (3469-78-1)

Guidance literature:

With 1,1'-carbonyldiimidazole;

DOI:10.1080/15257779908041633

Reference yield: 63.0%

Morpholin-4-yl-phosphonic acid mono-{(3aR,4R,6R,6aR)-2-methoxy-6-[6-(4-methoxy-phenylamino)-purin-9-yl]-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl} ester + bis(tri-n-butylammonium)methylenediphosphonate → AMPPCP (3469-78-1)

Guidance literature:

In N,N-dimethyl-formamide;

Reference yield:

C11H17N5O11P3Pol → AMPPCP (3469-78-1)

Guidance literature:

With ethylenediaminetetraacetic acid; water; In tetrahydrofuran; dichloromethane; at 20 ℃; for 0.583333h; solid phase reaction;

DOI:10.1016/j.tetlet.2010.04.005

upstream raw materials:

Methylenediphosphonic acid

5'-adenosine monophosphate

methylenediphosphonate tris-tributylammonium salt

adenosine 5'-monophosphate morpholidate

Refernces

• 1、 Myers,Nakamura,Fisher. "-". . p. 3292. Retrieved 1963.
• 2、 Hwang, Candy S.,Kung, Alvin,Kashemirov, Boris A.,Zhang, Chao,McKenna, Charles E.. "5′-β,γ-CHF-ATP Diastereomers: Synthesis and Fluorine-Mediated Selective Binding by c-Src Protein Kinase". supporting information. p. 1624 - 1627. Retrieved 2015/04/14.