methyl (4R)‐4‐[(1R,3aS,3bR,4S,5aS,7R,9aS,9bS,11aR)‐7‐hydroxy‐9a,11a‐dimethyl‐4‐[(4‐methylbenzenesulfonyl)oxy]‐hexadecahydro‐1H‐cyclopenta[a]phenanthren‐1‐yl]pentanoate

Base Information

• Chemical Name: methyl (4R)‐4‐[(1R,3aS,3bR,4S,5aS,7R,9aS,9bS,11aR)‐7‐hydroxy‐9a,11a‐dimethyl‐4‐[(4‐methylbenzenesulfonyl)oxy]‐hexadecahydro‐1H‐cyclopenta[a]phenanthren‐1‐yl]pentanoate
• CAS No.: 1232030-77-1
• Molecular Formula: C₃₂H₄₈O₆S
• Molecular Weight: 560.796
• Mol file: 1232030-77-1.mol

Synonyms:methyl (4R)‐4‐[(1R,3aS,3bR,4S,5aS,7R,9aS,9bS,11aR)‐7‐hydroxy‐9a,11a‐dimethyl‐4‐[(4‐methylbenzenesulfonyl)oxy]‐hexadecahydro‐1H‐cyclopenta[a]phenanthren‐1‐yl]pentanoate

Chemical Property of methyl (4R)‐4‐[(1R,3aS,3bR,4S,5aS,7R,9aS,9bS,11aR)‐7‐hydroxy‐9a,11a‐dimethyl‐4‐[(4‐methylbenzenesulfonyl)oxy]‐hexadecahydro‐1H‐cyclopenta[a]phenanthren‐1‐yl]pentanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (4R)‐4‐[(1R,3aS,3bR,4S,5aS,7R,9aS,9bS,11aR)‐7‐hydroxy‐9a,11a‐dimethyl‐4‐[(4‐methylbenzenesulfonyl)oxy]‐hexadecahydro‐1H‐cyclopenta[a]phenanthren‐1‐yl]pentanoate

There total 3 articles about methyl (4R)‐4‐[(1R,3aS,3bR,4S,5aS,7R,9aS,9bS,11aR)‐7‐hydroxy‐9a,11a‐dimethyl‐4‐[(4‐methylbenzenesulfonyl)oxy]‐hexadecahydro‐1H‐cyclopenta[a]phenanthren‐1‐yl]pentanoate 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: 13.0%

3α,7β-dihydroxy-5β-cholan-24-oic acid methyl ester (10538-55-3) + p-toluenesulfonyl chloride (98-59-9) → methyl (4R)‐4‐[(1R,3aS,3bR,4S,5aS,7R,9aS,9bS,11aR)‐7‐hydroxy‐9a,11a‐dimethyl‐4‐[(4‐methylbenzenesulfonyl)oxy]‐hexadecahydro‐1H‐cyclopenta[a]phenanthren‐1‐yl]pentanoate (1232030-77-1)

Guidance literature:

With pyridine; at 50 ℃; for 4h;

Reference yield:

3α,7β-dihydroxy-5β-cholan-24-oic acid methyl ester (10538-55-3) + p-toluenesulfonyl chloride (98-59-9) → 3α-(4-methylphenyl)sulfonyloxy-7β-hydroxy-5β-cholan-24-oic acid methyl ester (1232030-76-0) + methyl (4R)‐4‐[(1R,3aS,3bR,4S,5aS,7R,9aS,9bS,11aR)‐7‐hydroxy‐9a,11a‐dimethyl‐4‐[(4‐methylbenzenesulfonyl)oxy]‐hexadecahydro‐1H‐cyclopenta[a]phenanthren‐1‐yl]pentanoate (1232030-77-1)

Guidance literature:

With pyridine; at 50 ℃; for 4h; Inert atmosphere;

DOI:10.3390/molecules15032039

Reference yield:

ursodeoxycholic acid (128-13-2) → methyl (4R)‐4‐[(1R,3aS,3bR,4S,5aS,7R,9aS,9bS,11aR)‐7‐hydroxy‐9a,11a‐dimethyl‐4‐[(4‐methylbenzenesulfonyl)oxy]‐hexadecahydro‐1H‐cyclopenta[a]phenanthren‐1‐yl]pentanoate (1232030-77-1)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid / 2.5 h / 65 °C

2: pyridine / 4 h / 50 °C

With pyridine; toluene-4-sulfonic acid;

upstream raw materials:

3α,7β-dihydroxy-5β-cholan-24-oic acid methyl ester

p-toluenesulfonyl chloride

ursodeoxycholic acid