O-(2-cyanoethyl)-S-5'-(3-N-benzoyl-2',3'-di-O-acetyl-5'-deoxyuridyl)phosphorothioate triethyl ammonium salt

Base Information

• Chemical Name: O-(2-cyanoethyl)-S-5'-(3-N-benzoyl-2',3'-di-O-acetyl-5'-deoxyuridyl)phosphorothioate triethyl ammonium salt
• CAS No.: 128060-27-5
• Molecular Formula: C₆H₁₅N*C₂₃H₂₄N₃O₁₁PS
• Molecular Weight: 682.689
• Mol file: 128060-27-5.mol

Synonyms:O-(2-cyanoethyl)-S-5'-(3-N-benzoyl-2',3'-di-O-acetyl-5'-deoxyuridyl)phosphorothioate triethyl ammonium salt

Chemical Property of O-(2-cyanoethyl)-S-5'-(3-N-benzoyl-2',3'-di-O-acetyl-5'-deoxyuridyl)phosphorothioate triethyl ammonium salt

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O-(2-cyanoethyl)-S-5'-(3-N-benzoyl-2',3'-di-O-acetyl-5'-deoxyuridyl)phosphorothioate triethyl ammonium salt

There total 2 articles about O-(2-cyanoethyl)-S-5'-(3-N-benzoyl-2',3'-di-O-acetyl-5'-deoxyuridyl)phosphorothioate triethyl ammonium salt 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: 68.0%

O-(2-cyanoethyl)-bis-triethylammonium phosphorothioate (128060-21-9) + 3-N-benzoyl-2',3'-di-O-acetyl-5'-O-(methanesulfonyl)uridine (128060-22-0) → O-(2-cyanoethyl)-S-5'-(3-N-benzoyl-2',3'-di-O-acetyl-5'-deoxyuridyl)phosphorothioate triethyl ammonium salt (128060-27-5)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 72h;

DOI:10.1016/S0040-4020(01)89215-2

Reference yield:

N3-benzoyl-2',3'-di-O-acetyl uridine (105953-54-6) → O-(2-cyanoethyl)-S-5'-(3-N-benzoyl-2',3'-di-O-acetyl-5'-deoxyuridyl)phosphorothioate triethyl ammonium salt (128060-27-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / pyridine / 2 h / 20 °C

2: 68 percent / triethylamine / dimethylformamide / 72 h / 20 °C

With triethylamine; In pyridine; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)89215-2

Reference yield: 52.0%

N-6-benzoyl-2'-O-(t-butyldimethyylsilyl)-5'-O-toluoyladenosine + O-(2-cyanoethyl)-S-5'-(3-N-benzoyl-2',3'-di-O-acetyl-5'-deoxyuridyl)phosphorothioate triethyl ammonium salt (128060-27-5) → C54H59N8O16PSSi (128060-31-1,128112-18-5)

Guidance literature:

With 1-(mesitylene-2-sulfonyl)-3-nitro-1H-1,2,4-triazole; In pyridine; at 20 ℃; for 4h;

DOI:10.1016/S0040-4020(01)89215-2

upstream raw materials:

O-(2-cyanoethyl)-bis-triethylammonium phosphorothioate

3-N-benzoyl-2',3'-di-O-acetyl-5'-O-(methanesulfonyl)uridine

N³-benzoyl-2',3'-di-O-acetyl uridine

Downstream raw materials:

C₆₇H₅₇N₈O₁₇PS

C₅₄H₅₉N₈O₁₆PSSi

C₅₁H₅₅N₇O₁₆PSSi^(1-)*C₆H₁₅N⁽¹⁺⁾