10452-65-0

Basic information

• Product Name: 3α-Acetyloxy-7-oxo-5β-cholan-24-oic acid methyl ester
• Synonyms: 3α-Acetyloxy-7-oxo-5β-cholan-24-oic acid methyl ester
• CAS NO: 10452-65-0
• Molecular Formula: C₂₇H₄₂O₅
• Molecular Weight: 446.62
• Mol File: 10452-65-0.mol
• Article Data: 12

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3α-Acetyloxy-7-oxo-5β-cholan-24-oic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3α-Acetyloxy-7-oxo-5β-cholan-24-oic acid methyl ester(10452-65-0)
• EPA Substance Registry System: 3α-Acetyloxy-7-oxo-5β-cholan-24-oic acid methyl ester(10452-65-0)

Safety Data

• Hazardous Substances Data: 10452-65-0(Hazardous Substances Data)

Usage

Description

3α-Acetyloxy-7-oxo-5β-cholan-24-oic acid methyl ester, also known as Methyl (3α,5β)-3-(Acetyloxy)-7-oxo-cholan-24-oic Acid Ester, is a chemical compound derived from the cholestane family of steroids. It is characterized by its unique molecular structure, featuring an acetyloxy group at the 3α position, a 7-oxo group, and a methyl ester at the 24th carbon. 3α-Acetyloxy-7-oxo-5β-cholan-24-oic acid methyl ester serves as an important intermediate in the synthesis of various biologically active molecules.

Uses

Used in Pharmaceutical Industry:
3α-Acetyloxy-7-oxo-5β-cholan-24-oic acid methyl ester is used as an intermediate in the synthesis of ω-Muricholic Acid (M732760) for the development of drugs targeting obesity and hypercholesterolemia. The compound plays a crucial role in the regulation of weight gain and lipid metabolism by modifying bacterial bile acids in the gut, thus providing a potential therapeutic approach to control these metabolic disorders.

Upstream product

• 81-25-4 cholic acid 
• 911-40-0 7-ketodeoxycholic acid 
• 15073-97-9 methyl 3α,12α-dihydroxy-7-oxo-5β-cholate 
• 21059-39-2 methyl 3α-acetyloxy-7-oxo-12α-hydroxy-5β-cholan-24-oate 
• 10190-22-4 3α,6α,7α-triol-5β-24-cholanoic acid methyl ester 
• 547-75-1 hyocholic acid 
• 3633-72-5 3-acetoxy-5-cholenic acid-24-methyl ester 
• 474-25-9 chenodeoxycholic acid 
• 2862-62-6 3α-ol-6-oxo-5β-24-cholanoic acid methyl ester 
• 2868-48-6 methyl hyodeoxycholate 
• 19684-68-5 (4R)-methyl 4-((3R,5R,7R,10S,13R,17R)-3-acetoxy-7-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate 
• 83-49-8 Hyodeoxycholic Acid 
• 73505-50-7 methyl 3α-acetoxyl-6α,7α-epoxy-5β-cholanoate 
• 61289-17-6 methyl 3α-acetoxy-5β-chol-6-en-24-oate 

Downstream Products

• 547-75-1 hyocholic acid 
• 128-13-2 ursodeoxycholic acid 
• 4651-67-6 7-Ketolithocholic acid 
• 434-13-9 Lithocholic acid 
• 1632118-70-7 6β-ethyl-3α,7β-dihydroxy-5β-cholan-24-ol 
• 1632118-70-7 6β-ethyl-3α,7α-dihydroxy-5β-cholan-24-ol 
• 83-49-8 Hyodeoxycholic Acid 
• 95749-50-1 3-oxo-6,7-seco-5β-cholane-6,7,24-trioic acid 
• 3664-87-7 3α-hydroxy-5β-chol-6-en-24-oic acid 

Relevant articles and documents

METHOD FOR HOMOGENIZING BILE ACID DERIVATIVES

The present invention relates to a process for producing bile acid derivatives having a protected hydroxyl group in the 3 position comprising contacting a bile acid derivative having an unprotected 3-alpha-hydroxyl group with a specific lipase. The present invention further relates to a bile acid derivative obtained or obtainable by the process, to the use of the bile acid derivative obtained or obtainable by the process for producing lithocholic acid and also to a process for producing lithocholic acid and to lithocholic obtained by the process. The invention further relates to the use of lithocholic acid obtained or obtainable by the process for producing ursodeoxycholic acid or ursodeoxycholic acid derivatives.

Facial synthesis of key intermediate of obeticholic acid via Pd-catalyzed Kumada-Tamao-Corriu cross-coupling reaction

Obeticholic acid (OCA) is used to treatment for Primary Biliary Cholangitis and other Famesoid X Receptor related diseases. Through the palladium catalyzed Kumada-Tamao-Corriu cross-coupling reaction, a novel and efficient method for synthesis of OCA with satisfied yield was successfully developed. The absolute configuration of the key intermediate was confirmed by Single-crystal X-ray Diffraction. It affords good strategy for large-scale synthesis of OCA.

Preparation method of obeticholic acid and intermediate thereof

The invention discloses a preparation method of obeticholic acid and an intermediate thereof. The invention provides a preparation method of a compound V. The preparation method of the compound V comprises the following steps: carrying out hydroxyl protective reaction on a compound VI and a hydroxyl protective reagent to obtain the compound V. The preparation method is simple and convenient to operate, low in cost, gentle in condition, environmentally friendly and suitable for industrialization.