Methyl 12-acetyl-7-desoxycholate

Base Information

• Chemical Name: Methyl 12-acetyl-7-desoxycholate
• CAS No.: 55547-48-3
• Molecular Formula: C27H44O5
• Molecular Weight: 448.64
• Mol file: 55547-48-3.mol

Synonyms:Methyl 12-acetyl-7-desoxycholate

Chemical Property of Methyl 12-acetyl-7-desoxycholate

Chemical Property:

• PSA: 72.83000
• LogP: 5.13710

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 12-acetyl-7-desoxycholate

There total 5 articles about Methyl 12-acetyl-7-desoxycholate 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: 70.4%

(R)-4-((3R,5R,8R,9S,10S,12S,13R,14S,17R)-12-Acetoxy-3-methoxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoic acid methyl ester (74763-96-5) → methyl 12α-acetoxylithocholate (55547-48-3)

Guidance literature:

With aluminum tri-bromide; In dichloromethane; ethanethiol; at 0 - 20 ℃; for 3.5h;

DOI:10.1021/jo01310a003

Reference yield: 24.1%

3α,12α-diacetoxy-5β-cholan-24-oic acid methyl ester (1181-44-8) → methyl 12α-acetoxylithocholate (55547-48-3)

Guidance literature:

With hydrogenchloride; In methanol; for 96h; Ambient temperature;

DOI:10.1021/jo01310a003

Reference yield:

methyl deoxycholate (3245-38-3) → methyl 12α-acetoxylithocholate (55547-48-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 78.9 percent / Boron trifluoride etherate / CH₂Cl₂ / 4 h / Ambient temperature

2: 24.1 percent / aq. HCl / methanol / 96 h / Ambient temperature

With hydrogenchloride; boron trifluoride diethyl etherate; In methanol; dichloromethane;

DOI:10.1021/jo01310a003

upstream raw materials:

3α,12α-diacetoxy-5β-cholan-24-oic acid methyl ester

(R)-4-((3R,5R,8R,9S,10S,12S,13R,14S,17R)-12-Acetoxy-3-methoxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoic acid methyl ester

methyl deoxycholate

deoxycholic acid 3,12-diacetate

Downstream raw materials:

12-hydroxy-3-(sulfooxy)-(3α,5β,12α)-cholan-24-oic acid

Refernces

• 1、 Node, Manabu,Nishide, Kiyoharu,Fuji, Kaoru,Fujita, Eiichi. "Hard Acid and Soft Nucleophile System. 2.Demethylation of Methyl Ethers of Alcohol and Phenol with an Aluminum Halide-Thiol System". . p. 4275 - 4277. Retrieved 2007/10/02.