Methyl 3-ketoallocholate

Base Information

• Chemical Name: Methyl 3-ketoallocholate
• CAS No.: 14772-92-0
• Molecular Formula: C25H40 O5
• Molecular Weight: 420.59
• Mol file: 14772-92-0.mol

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

Chemical Property of Methyl 3-ketoallocholate

Chemical Property:

• Vapor Pressure: 6.52E-14mmHg at 25°C
• Melting Point: 120--123°C
• Refractive Index: 1.532
• Boiling Point: 540°C at 760 mmHg
• Flash Point: 175.2°C
• PSA: 83.83000
• Density: 1.137
• LogP: 3.74530
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

98%Min ^*data from raw suppliers

Methyl3-Keto-7α,12α-dihydroxy-5α-cholanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Methyl 3-Keto-7α,12α-dihydroxy-5α-cholanoate is synthetic derivative of Petromyzonol, a bile salt derivative isolated from the sea lamprey (Petromyzon marinus ) ammocoete (larval form). May be used to study the biochemical characteristics of these and other compounds containing the allocholic acid ring nucleus.

Technology Process of Methyl 3-ketoallocholate

There total 19 articles about Methyl 3-ketoallocholate 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: 22.0%

methanol (67-56-1) + 7α,12α-dihydroxy-3-oxochola-1,4-dien-24-oic acid (125626-77-9) → methyl 3β,7α,12α-trihydroxy-5α-cholan-24-oate (14772-93-1) + methyl 3-oxo-7α,12α-dihydroxy-5α-cholan-24-oate (14772-92-0)

Guidance literature:

With ammonia; lithium;

DOI:10.1016/0039-128X(89)90022-6

Reference yield: 8.0%

methyl 3-oxo-7α,12α-dihydroxy-1,4-choladienate (111102-58-0) → 3-oxo cholic acid methyl ester (14772-99-7) + methyl 3-oxo-7α,12α-dihydroxy-5α-cholan-24-oate (14772-92-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; for 4h; under 735.5 Torr; Ambient temperature;

DOI:10.1016/0039-128X(89)90022-6

Reference yield:

3-oxo cholic acid methyl ester (14772-99-7) → methyl 3-oxo-7α,12α-dihydroxy-5α-cholan-24-oate (14772-92-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 25 percent / DDQ / dioxane / 10 h / Heating

2: 8 percent / H₂ / Pd-C / ethyl acetate / 4 h / 735.5 Torr / Ambient temperature

With hydrogen; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In 1,4-dioxane; ethyl acetate;

DOI:10.1016/0039-128X(89)90022-6

upstream raw materials:

methanol

7α,12α-dihydroxy-3-oxochola-1,4-dien-24-oic acid

7α,12α-dihydroxy-5α-cholan-3-one-24-oic acid

3-oxo-7α,12α-dihydroxy-4-cholen-24-oic acid

Downstream raw materials:

Petromyzonol