benzyl (R)-4-((3R,5R,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate

Base Information

• Chemical Name: benzyl (R)-4-((3R,5R,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate
• CAS No.: 6112-83-0
• Molecular Formula: C₃₁H₄₆O₃
• Molecular Weight: 466.704
• Mol file: 6112-83-0.mol

Synonyms:benzyl (R)-4-((3R,5R,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate

Chemical Property of benzyl (R)-4-((3R,5R,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl (R)-4-((3R,5R,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate

There total 2 articles about benzyl (R)-4-((3R,5R,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-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: 93.0%

Lithocholic acid (434-13-9) + benzyl bromide (100-39-0) → benzyl (R)-4-((3R,5R,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate (6112-83-0)

Guidance literature:

Lithocholic acid; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; at 0 ℃; for 0.166667h;

benzyl bromide; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1039/c7ob02595e

Reference yield: 84.0%

Lithocholic acid (434-13-9) + benzyl alcohol (100-51-6,185532-71-2) → benzyl (R)-4-((3R,5R,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate (6112-83-0)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; for 24h; Ambient temperature;

DOI:10.1055/s-1997-1215

Reference yield: 99.0%

benzyl (R)-4-((3R,5R,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate (6112-83-0) + methanesulfonyl chloride (124-63-0) → benzyl (R)-4-((3R,5R,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-3-((methylsulfonyl)oxy)hexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate

Guidance literature:

With pyridine; at 0 ℃; for 2h;

DOI:10.1016/j.bmc.2019.07.003

upstream raw materials:

Lithocholic acid

benzyl alcohol

benzyl bromide

Downstream raw materials:

(R)-4-[(3R,5R,8R,9S,10S,13R,14S,17R)-3-(2-Benzyloxycarbonylamino-acetoxy)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid benzyl ester

C₆₁H₉₈O₅Si

(R)-4-[(3R,5R,8R,9S,10S,13R,14S,17R)-3-(tert-Butyl-dimethyl-silanyloxy)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid benzyl ester

C₅₅H₈₄O₅