(R)-4-[(3R,5R,8R,9S,10S,12S,13R,14S,17R)-3-Acetoxy-12-(biphenyl-4-ylmethoxy)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl ester

Base Information

• Chemical Name: (R)-4-[(3R,5R,8R,9S,10S,12S,13R,14S,17R)-3-Acetoxy-12-(biphenyl-4-ylmethoxy)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl ester
• CAS No.: 200057-75-6
• Molecular Formula: C₄₀H₅₄O₅
• Molecular Weight: 614.866
• Mol file: 200057-75-6.mol

Synonyms:

Chemical Property of (R)-4-[(3R,5R,8R,9S,10S,12S,13R,14S,17R)-3-Acetoxy-12-(biphenyl-4-ylmethoxy)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-4-[(3R,5R,8R,9S,10S,12S,13R,14S,17R)-3-Acetoxy-12-(biphenyl-4-ylmethoxy)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl ester

There total 2 articles about (R)-4-[(3R,5R,8R,9S,10S,12S,13R,14S,17R)-3-Acetoxy-12-(biphenyl-4-ylmethoxy)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl 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:

biphenyl-4-yl methanol (3597-91-9) → (R)-4-[(3R,5R,8R,9S,10S,12S,13R,14S,17R)-3-Acetoxy-12-(biphenyl-4-ylmethoxy)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl ester (200057-75-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / NaH / diethyl ether / 1.) 20 min, 2.) r.t., 1 h

2: MS 4A, CF₃SO₃H / cyclohexane; CCl₄ / 3 h

With trifluorormethanesulfonic acid; sodium hydride; In tetrachloromethane; diethyl ether; cyclohexane;

Reference yield:

methyl 3α-acetoxy-12α-hydroxy-5β-cholan-24-oate (27240-83-1) + 4-phenylbenzyl trichloroacetimidate (200057-74-5) → (R)-4-[(3R,5R,8R,9S,10S,12S,13R,14S,17R)-3-Acetoxy-12-(biphenyl-4-ylmethoxy)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl ester (200057-75-6)

Guidance literature:

With trifluorormethanesulfonic acid; In tetrachloromethane; cyclohexane; for 3h;

Reference yield:

(R)-4-[(3R,5R,8R,9S,10S,12S,13R,14S,17R)-3-Acetoxy-12-(biphenyl-4-ylmethoxy)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl ester (200057-75-6) → 3-hydroxy-12-(p-phenylbenzyloxy)cholanoic acid (200057-76-7)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol; for 4h; Yield given; Heating;

upstream raw materials:

methyl 3α-acetoxy-12α-hydroxy-5β-cholan-24-oate

4-phenylbenzyl trichloroacetimidate

biphenyl-4-yl methanol

Downstream raw materials:

3-hydroxy-12-(p-phenylbenzyloxy)cholanoic acid

(R)-4-[(3R,5R,8R,9S,10S,12S,13R,14S,17R)-12-(Biphenyl-4-ylmethoxy)-3-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl ester