3α-Acetyloxy-7α,12α-dihydroxy-5β-cholan-24-oic acid methyl ester

Base Information

• Chemical Name: 3α-Acetyloxy-7α,12α-dihydroxy-5β-cholan-24-oic acid methyl ester
• CAS No.: 7443-91-6
• Molecular Formula: C27H44 O6
• Molecular Weight: 464.643
• Mol file: 7443-91-6.mol

Synonyms:Cholicacid, methyl ester, 3-acetate (8CI); 3-O-Acetylcholic acid methyl ester; 3a-Acetoxy-7a,12a-dihydroxy-5b-cholanic acid methyl ester; Methyl 3a-acetoxy-7a,12a-dihydroxy-5b-cholanate; NSC 204952

Chemical Property of 3α-Acetyloxy-7α,12α-dihydroxy-5β-cholan-24-oic acid methyl ester

Chemical Property:

• Vapor Pressure: 2.02E-14mmHg at 25°C
• Boiling Point: 550.7°C at 760 mmHg
• Flash Point: 172.9°C
• PSA: 93.06000
• Density: 1.15g/cm³
• LogP: 4.10790

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3α-Acetyloxy-7α,12α-dihydroxy-5β-cholan-24-oic acid methyl ester

There total 15 articles about 3α-Acetyloxy-7α,12α-dihydroxy-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%

acetic acid methyl ester (79-20-9) + cholic acid (81-25-4) → methyl cholate 3-acetate (7443-91-6)

Guidance literature:

With toluene-4-sulfonic acid; for 48h; Heating;

DOI:10.1039/b412298d

Reference yield:

methyl cholate (1448-36-8) + acetic anhydride (108-24-7) → methyl cholate 3-acetate (7443-91-6) + methyl 3α,7α-diacetoxy-12α-hydroxy cholanate (3749-87-9)

Guidance literature:

DOI:10.1002/mrc.1260320802

Reference yield:

methyl cholate (1448-36-8) + acetic anhydride (108-24-7) → methyl cholate 3-acetate (7443-91-6)

Guidance literature:

With benzene;

DOI:10.1002/hlca.19460290107 DOI:10.1002/hlca.660280144 DOI:10.1002/hlca.19440270193

upstream raw materials:

methyl cholate

acetic anhydride

benzene

methyl 3α-acetyloxy-7-oxo-12α-hydroxy-5β-cholan-24-oate

Downstream raw materials:

diacetoxy-3α,12α,5β cholene-8,14 oate-24 de methyle

3α,12α-dihydroxy-5β-chol-8(14)-en-24-oic acid

Lithocholic acid

3α,12α-Dihydroxy-5β-chol-7-en-24-saeure

Refernces

• 1、 Davis, Anthony P.,Pérez-Payán, M. Nieves. "The 'triamino-analogue' of methyl cholate; a practical, large-scale synthesis". . p. 991 - 993. Retrieved 1999.
• 2、 Jin, Xue-Yuan,Fan, Shi-Yong,Li, Hong-Wu,Shi, Wei-Guo,Chen, Wei,Wang, Hui-Fen,Zhong, Bo-Hua. "Novel liver-specific nitric oxide (NO) releasing drugs with bile acid as both NO carrier and targeting ligand". . p. 787 - 790. Retrieved 2014/06/09.