3α-Acetyloxy-7-oxo-5β-cholan-24-oic acid methyl ester

Base Information

• Chemical Name: 3α-Acetyloxy-7-oxo-5β-cholan-24-oic acid methyl ester
• CAS No.: 10452-65-0
• Molecular Formula: C27H42O5
• Molecular Weight: 446.627
• Mol file: 10452-65-0.mol

Synonyms:3α-Acetyloxy-7-oxo-5β-cholan-24-oic acid methyl ester

Chemical Property of 3α-Acetyloxy-7-oxo-5β-cholan-24-oic acid methyl ester

Chemical Property:

• PSA: 69.67000
• LogP: 5.34530

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl(3α,5β)-3-(Acetyloxy)-7-oxo-cholan-24-oicAcidEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Methyl (3α,5β)-3-(Acetyloxy)-7-oxo-cholan-24-oic Acid Ester is an intermediate used in the synthesis of ω-Muricholic Acid (M732760), which is used in the regulation of weight gain and lipid metabolism by bacterial bile acid modification in gut for the control of obesity and hypercholesterolemia.

Technology Process of 3α-Acetyloxy-7-oxo-5β-cholan-24-oic acid methyl ester

There total 29 articles about 3α-Acetyloxy-7-oxo-5β-cholan-24-oic 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: 96.0%

(4R)-methyl 4-((3R,5R,7R,10S,13R,17R)-3-acetoxy-7-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate (19684-68-5) → methyl 3α-acetoxy-7-oxo-5β-cholan-24-oate (10452-65-0)

Guidance literature:

With N-chloro-succinimide; acetic acid; In acetone; at 0 - 20 ℃; for 1h;

DOI:10.1055/s-0035-1560388

Reference yield: 96.0%

C27H44O5 → methyl 3α-acetoxy-7-oxo-5β-cholan-24-oate (10452-65-0)

Guidance literature:

With N-chloro-succinimide; acetic acid; In acetone; at 0 - 20 ℃; for 0.833333h;

DOI:10.1055/s-0035-1560388

Reference yield: 94.0%

7-ketolithocholic methyl ester (10538-59-7) + acetic anhydride (108-24-7) → methyl 3α-acetoxy-7-oxo-5β-cholan-24-oate (10452-65-0)

Guidance literature:

With dmap; triethylamine; In ethyl acetate; at 20 ℃; for 4h;

upstream raw materials:

7-ketolithocholic methyl ester

acetic anhydride

chenodeoxycholic acid methyl ester

7-Ketolithocholic acid

Downstream raw materials:

hyocholic acid

ursodeoxycholic acid

7-Ketolithocholic acid

Lithocholic acid

Refernces

• 1、 Di, Xiangjie,Han, Jie,Huang, Qingfei,Wang, Qiwei,Wang, Yuanhua,Wei, Xia,Zhong, Liu,Zhu, Jin,Zou, Sheng. "Facial synthesis of key intermediate of obeticholic acid via Pd-catalyzed Kumada-Tamao-Corriu cross-coupling reaction". supporting information. . Retrieved 2020/06/01.
• 2、 -. "Ketone-7- based cholic acid intermediate as well as preparation method and application thereof (by machine translation)". . . Retrieved 2019/11/21.