12-(Acetyloxy)-3,6-dihydroxy-7-oxocholan-24-oic acid methyl ester

Base Information

• Chemical Name: 12-(Acetyloxy)-3,6-dihydroxy-7-oxocholan-24-oic acid methyl ester
• CAS No.: 133181-56-3
• Molecular Formula: C27H42O7
• Molecular Weight: 478.626
• Mol file: 133181-56-3.mol

Synonyms:Butanoic acid,4-[2-[2-(phenylmethoxy)ethoxy]ethoxy]-,methyl ester;Methyl 12-phenyl-5,8,11-trioxadodecanoate;

Chemical Property of 12-(Acetyloxy)-3,6-dihydroxy-7-oxocholan-24-oic acid methyl ester

Chemical Property:

• PSA: 110.13000
• Density: 1.19
• LogP: 3.28690

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 12-(Acetyloxy)-3,6-dihydroxy-7-oxocholan-24-oic acid methyl ester

There total 8 articles about 12-(Acetyloxy)-3,6-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: 57.0%

methanol (67-56-1) + 12α-acetoxy-3α,6α-dihydroxy-7-oxo-5β-cholan-24-oic acid → methyl 12α-acetoxy-3α,6α-dihydroxy-7-oxo-5β-cholanoate (133181-56-3)

Guidance literature:

toluene-4-sulfonic acid; at 20 ℃;

Reference yield: 14.0%

methyl 6α-bromo-3α,12α-acetoxy-7-oxo-5β-cholanoate (10452-63-8) → methyl 7-oxo-3α,6α,12α-trihydroxy-5β-cholanoate (133181-53-0) + methyl 12α-acetoxy-3α,6α-dihydroxy-7-oxo-5β-cholanoate (133181-56-3)

Guidance literature:

With potassium hydroxide; In methanol; Ambient temperature;

DOI:10.1016/0039-128X(90)90048-G

Reference yield:

7-ketodeoxycholic acid (911-40-0) → methyl 12α-acetoxy-3α,6α-dihydroxy-7-oxo-5β-cholanoate (133181-56-3)

Guidance literature:

Multi-step reaction with 5 steps

1: hydrogenchloride / Reflux

2: pyridine / dmap / dichloromethane / 12 h / 20 °C

3: bromine; acetic acid / 48 h / 20 °C

4: potassium hydroxide / methanol / 20 °C

5: toluene-4-sulfonic acid / 20 °C

With pyridine; hydrogenchloride; bromine; acetic acid; potassium hydroxide; dmap; toluene-4-sulfonic acid; In methanol; dichloromethane;

upstream raw materials:

methyl 6α-bromo-3α,12α-acetoxy-7-oxo-5β-cholanoate

methyl 7-dehydrocholate diacetate (methyl 3α,12α-diacetoxy-7-oxo-5β-cholan-24-oate)

7-ketodeoxycholic acid

cholic acid

Downstream raw materials:

methyl 12α-acetoxy-3α,6α,7α-trihydroxy-5β-cholanoate