(3alpha,5beta,12alpha)-3,12-Dihydroxy-7-oxocholan-24-oic acid methyl ester

Base Information

• Chemical Name: (3alpha,5beta,12alpha)-3,12-Dihydroxy-7-oxocholan-24-oic acid methyl ester
• CAS No.: 10538-65-5
• Molecular Formula: C₂₅H₄₀O₅
• Molecular Weight: 420.59
• Hs Code.: 2918300090
• Mol file: 10538-65-5.mol

Synonyms:5b-Cholan-24-oic acid, 3a,12a-dihydroxy-7-oxo-, methyl ester (8CI); 5b-Cholanic acid, 3a,12a-dihydroxy-7-oxo-, methyl ester (7CI); Methyl7-ketocholate; Methyl-7-keto-3a,12a-dihydroxy-5b-cholanoate

Chemical Property of (3alpha,5beta,12alpha)-3,12-Dihydroxy-7-oxocholan-24-oic acid methyl ester

Chemical Property:

• Melting Point: 152 °C (benzene)
• Boiling Point: 540.0±50.0 °C(Predicted)
• PKA: 14.70±0.70(Predicted)
• PSA: 83.83000
• Density: 1.137
• LogP: 3.74530
• Storage Temp.: 2-8°C

Purity/Quality:

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

Methyl-7-keto-3a,12a-dihydroxy-5b-cholanoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (3alpha,5beta,12alpha)-3,12-Dihydroxy-7-oxocholan-24-oic acid methyl ester

There total 14 articles about (3alpha,5beta,12alpha)-3,12-Dihydroxy-7-oxocholan-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: 100.0%

methanol (67-56-1) + 7-ketodeoxycholic acid (911-40-0) → methyl 3α,12α-dihydroxy-7-oxo-5β-cholate (15073-97-9,15180-34-4,81644-39-5,81644-40-8,10538-65-5)

Guidance literature:

With toluene-4-sulfonic acid; for 2h; Heating;

DOI:10.1016/j.tetlet.2011.10.108

Reference yield: 80.5%

methyl cholate (1448-36-8) → methyl 3α,12α-dihydroxy-7-oxo-5β-cholate (15073-97-9,15180-34-4,81644-39-5,81644-40-8,10538-65-5)

Guidance literature:

With N-Bromosuccinimide; In acetone; at 20 - 30 ℃; for 12h;

Reference yield: 71.0%

methanol (67-56-1) + cholic acid (81-25-4) → methyl 3α,12α-dihydroxy-7-oxo-5β-cholate (15073-97-9,15180-34-4,81644-39-5,81644-40-8,10538-65-5)

Guidance literature:

cholic acid; With N-Bromosuccinimide; sodium hydrogencarbonate;

methanol; With acetyl chloride;

DOI:10.1016/S0957-4166(00)00338-4

upstream raw materials:

methanol

7-ketodeoxycholic acid

methyl cholate

acetic acid

Downstream raw materials:

methyl 3α-ethoxycarbonyloxy-12α-hydroxy-7-oxo-5β-cholanate

methyl 3α,12α-diformyloxy-7-oxo-5β-cholan-24-oate

Deoxycholic acid

3α,6α,12α-trihydroxy-5β-cholan-24-oic acid

Refernces

• 1、 Ferrandi, Erica Elisa,Monti, Daniela,Patel, Ilabahen,Kittl, Roman,Haltrich, Dietmar,Riva, Sergio,Ludwig, Roland. "Exploitation of a laccase/meldola's blue system for NAD+ regeneration in preparative scale hydroxysteroid dehydrogenase-catalyzed oxidations". . p. 2821 - 2828. Retrieved 2012.
• 2、 -. "Synthesis method of 3[alpha],6[alpha](beta),12[alpha]-trihydroxyl-5[beta]-cholic acid". Paragraph 0023; 0028. . Retrieved 2020/10/14.
• 3、 -. "PROCESS FOR THE PREPARATION OF DEOXYCHOLIC ACID". Paragraph 0121. . Retrieved 2018/12/13.