4-Cholenic acid-3-one

Base Information

• Chemical Name: 4-Cholenic acid-3-one
• CAS No.: 1452-29-5
• Molecular Formula: C24H36 O3
• Molecular Weight: 372.548
• Mol file: 1452-29-5.mol

Synonyms:Chol-4-enicacid, 3-oxo- (6CI,7CI); 3-Oxo-4-cholenic acid; 3-Oxochol-4-en-24-oic acid;3-Oxochol-4-enoic acid; D4-3-Oxocholenic acid

Chemical Property of 4-Cholenic acid-3-one

Chemical Property:

• Vapor Pressure: 1.68E-12mmHg at 25°C
• Boiling Point: 526.7°Cat760mmHg
• Flash Point: 286.4°C
• PSA: 45.59000
• Density: 1.11g/cm³
• LogP: 3.33510

Purity/Quality:

99% ^*data from raw suppliers

4-CHOLENIC ACID-3-ONE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Cholenic acid-3-one

There total 18 articles about 4-Cholenic acid-3-one 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: 80.0%

26-hydroxy-24-ethylcholest-4-en-26-oic acid (151592-49-3) → 3-oxo-4-cholenic acid (1452-29-5) + 27-norcholest-4-ene-3,24-dione (82537-14-2)

Guidance literature:

With mycobacterium sp. NRRL B-3805; ATP; magnesium chloride; Coenzyme A; at 25 ℃; for 1h; Product distribution; Mechanism; degradation of side chain of sitosterol, various reaction conditions, othe substrates;

DOI:10.1021/ja00381a055

Reference yield: 70.0%

cholanic acid (25312-65-6) → 3-oxo-4-cholenic acid (1452-29-5) + (R)-4-((5R,8S,9S,10R,13R,14S,17R)-5-Hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoic acid + (S)-4-Hydroxy-4-((5R,8S,9S,10R,13S,14S,17S)-5-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoic acid

Guidance literature:

With 2,6-dichloropyridine N-oxide; 4 A molecular sieve; hydrogen bromide; (5,10,15,20-tetramesitylporphyrinato)ruthenium(II) carbonyl; In benzene; at 40 ℃;

DOI:10.1039/a700096k

Reference yield: 66.0%

3β-hydroxy-5-cholenoic acid (5255-17-4) → 3-oxo-4-cholenic acid (1452-29-5)

Guidance literature:

With aluminum isopropoxide; In cyclohexanone; toluene; for 3h; Reflux;

DOI:10.1007/s11172-016-1685-4

upstream raw materials:

pyridine

4β-bromo-3-oxo-5β-cholan-24-oic acid

methyl 3-oxo-4-cholenolate

(R)-6-((8S,9S,10R,13R,14S,17R)-10,13-Dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2,3-dimethyl-heptanoic acid

Downstream raw materials:

methyl 3-oxo-4-cholenolate

(R)-4-((8S,9S,10R,13R,14S)-10,13-Dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-pentanoic acid methyl ester

24-(benzoyloxy)-4-oxachol-5-en-3-one

24-(benzoyloxy)-chol-4-en-3-one