(12α)-12-(benzoyloxy)-3-oxochol-4-en-24-oic acid methyl ester

Base Information

• Chemical Name: (12α)-12-(benzoyloxy)-3-oxochol-4-en-24-oic acid methyl ester
• CAS No.: 473462-10-1
• Molecular Formula: C₃₂H₄₂O₅
• Molecular Weight: 506.682
• Mol file: 473462-10-1.mol

Synonyms:(12α)-12-(benzoyloxy)-3-oxochol-4-en-24-oic acid methyl ester

Chemical Property of (12α)-12-(benzoyloxy)-3-oxochol-4-en-24-oic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (12α)-12-(benzoyloxy)-3-oxochol-4-en-24-oic acid methyl ester

There total 6 articles about (12α)-12-(benzoyloxy)-3-oxochol-4-en-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:

Benzoic acid (5S,8R,9S,10R,12S,13R,14S,17R)-4-bromo-17-((R)-3-methoxycarbonyl-1-methyl-propyl)-10,13-dimethyl-3-oxo-hexadecahydro-cyclopenta[a]phenanthren-12-yl ester → (12α)-12-(benzoyloxy)-3-oxochol-4-en-24-oic acid methyl ester (473462-10-1)

Guidance literature:

With lithium carbonate; lithium bromide; In N,N-dimethyl-formamide; at 150 ℃; for 2h;

DOI:10.1021/jo0259109

Reference yield:

(3α,5β,12α)-3,12-bis(benzoyloxy)-cholan-24-oic acid methyl ester (60918-27-6) → (12α)-12-(benzoyloxy)-3-oxochol-4-en-24-oic acid methyl ester (473462-10-1)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium / methanol / 2 h / 50 °C

2: 33.6 g / Jones reagent / acetone / 0 °C

3: bromine; acetic acid / 1.17 h / 20 °C

4: 21.0 g / Li₂CO₃; LiBr / dimethylformamide / 2 h / 150 °C

With jones reagent; bromine; sodium; lithium carbonate; acetic acid; lithium bromide; In methanol; N,N-dimethyl-formamide; acetone; 2: Jones oxidation;

DOI:10.1021/jo0259109

Reference yield:

methyl deoxycholate (3245-38-3) → (12α)-12-(benzoyloxy)-3-oxochol-4-en-24-oic acid methyl ester (473462-10-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 96 percent / pyridine / 1.5 h / 90 °C

2: sodium / methanol / 2 h / 50 °C

3: 33.6 g / Jones reagent / acetone / 0 °C

4: bromine; acetic acid / 1.17 h / 20 °C

5: 21.0 g / Li₂CO₃; LiBr / dimethylformamide / 2 h / 150 °C

With pyridine; jones reagent; bromine; sodium; lithium carbonate; acetic acid; lithium bromide; In methanol; N,N-dimethyl-formamide; acetone; 3: Jones oxidation;

DOI:10.1021/jo0259109

upstream raw materials:

(3α,5β,12α)-3,12-bis(benzoyloxy)-cholan-24-oic acid methyl ester

Deoxycholic acid

methyl deoxycholate

(5β,12α)-12-(benzoyloxy)-3-oxocholan-24-oic acid methyl ester

Downstream raw materials:

(12α)-24-hydroxy-12-(benzoyloxy)-chol-4-en-3-one

(12α)-12,24-bis(benzoyloxy)-4-oxachol-5-en-3-one

(12α)-12,24-bis(benzoyloxy)-chol-4-en-3-one

(12α)-12-(benzoyloxy)-3-oxochol-4-en-24-oic acid