Thymidine, 2',3'-didehydro-3'-deoxy-, 5'-(cyclohexyl phosphonate)

Base Information

• Chemical Name: Thymidine, 2',3'-didehydro-3'-deoxy-, 5'-(cyclohexyl phosphonate)
• CAS No.: 376357-17-4
• Molecular Formula: C16H23N2O6P
• Molecular Weight: 370.342
• Mol file: 376357-17-4.mol

Synonyms:

Chemical Property of Thymidine, 2',3'-didehydro-3'-deoxy-, 5'-(cyclohexyl phosphonate)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Thymidine, 2',3'-didehydro-3'-deoxy-, 5'-(cyclohexyl phosphonate)

There total 5 articles about Thymidine, 2',3'-didehydro-3'-deoxy-, 5'-(cyclohexyl phosphonate) 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:

stavudin (3056-17-5) → O-cyclohexyl-O'-(2',3'-didehydro-2',3'-dideoxythymidin-5'-yl) phosphonate (376357-17-4)

Guidance literature:

Multi-step reaction with 2 steps

1: phosphonic acid; pyridine; pivaloyl chloride / 0.08 h / 20 °C

2: pivaloyl chloride; pyridine / 0.17 h / 20 °C

With pyridine; phosphonic acid; pivaloyl chloride;

DOI:10.1055/s-2004-815939

Reference yield:

Phosphorous acid dicyclohexyl ester (2S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,5-dihydro-furan-2-ylmethyl ester → O-cyclohexyl-O'-(2',3'-didehydro-2',3'-dideoxythymidin-5'-yl) phosphonate (376357-17-4)

Guidance literature:

With triethylamine; In dichloromethane;

Reference yield:

d4T 5'-O-phosphorodichloride → O-cyclohexyl-O'-(2',3'-didehydro-2',3'-dideoxythymidin-5'-yl) phosphonate (376357-17-4)

Guidance literature:

Multi-step reaction with 2 steps

1: CH₂Cl₂ / 0.5 h / 0 °C

2: Et₃N / CH₂Cl₂

With triethylamine; In dichloromethane;

upstream raw materials:

C₁₀H₁₃N₂O₆P

cyclohexanol

stavudin