adenosine 5'-phosphoroimidazolide

Base Information

• Chemical Name: adenosine 5'-phosphoroimidazolide
• CAS No.: 20816-58-4
• Molecular Formula: C₁₃H₁₆N₇O₆P
• Molecular Weight: 397.287
• Mol file: 20816-58-4.mol

Synonyms:

Chemical Property of adenosine 5'-phosphoroimidazolide

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of adenosine 5'-phosphoroimidazolide

There total 9 articles about adenosine 5'-phosphoroimidazolide 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:

1H-imidazole (288-32-4) + 2-chloro-1,3-dimethyl imidazolium chloride + adenosine-5'-monophosphate disodium salt (4578-31-8) → 1,3-dimethyl-2-imidazolidinone (80-73-9) + adenosine 5'-phosphorimidazolide (20816-58-4,116273-87-1)

Guidance literature:

In water-d2; at 37 ℃; for 1h;

DOI:10.1002/anie.201205433

Reference yield:

1H-imidazole (288-32-4) + adenosine-5'-monophosphate (33962-65-1,65411-70-3,80778-04-7) → adenosine 5'-phosphorimidazolide (20816-58-4,116273-87-1)

Guidance literature:

With 2,2'-dipyridyldisulphide; triethylamine; triphenylphosphine; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1080/00397910600941448

Reference yield:

1H-imidazole (288-32-4) + 5'-adenosine monophosphate (61-19-8,24937-83-5,67583-85-1) → adenosine 5'-phosphorimidazolide (20816-58-4,116273-87-1)

Guidance literature:

1H-imidazole; 5'-adenosine monophosphate; With triphenyl phosphite; 2,2'-dipyridyldisulphide; In N,N-dimethyl-formamide; at -5 ℃; for 0.5h;

With lithium perchlorate; In N,N-dimethyl-formamide; acetone; at 0 ℃;

DOI:10.1021/ja0400640

upstream raw materials:

adenosine monophosphate tri-n-butylammonium salt

1,1'-carbonyldiimidazole

5'-adenosine monophosphate

1H-imidazole

Downstream raw materials:

{[(2R,3S,4R,5R)-5-(6-Amino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethoxy]-hydroxy-phosphoryloxy}-acetic acid

5'-adenosine monophosphate

Diadenosine 5'-pyrophosphate

3-{[(2R,3S,4R,5R)-5-(6-Amino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethoxy]-hydroxy-phosphoryloxy}-propionic acid

Refernces

• 1、 Kowalska, Joanna,Osowniak, Agnieszka,Zuberek, Joanna,Jemielity, Jacek. "Synthesis of nucleoside phosphosulfates". supporting information; experimental part. p. 3661 - 3664. Retrieved 2012/07/27.
• 2、 Kore, Anilkumar R.,Parmar, Gaurang. "Convenient synthesis of nucleoside-5′-diphosphates from the corresponding ribonucleoside-5′-phosphoroimidazole". . p. 3393 - 3399. Retrieved 2007/10/03.