Methyl (5beta,7alpha)-7-acetoxy-3,12-dioxocholan-24-oate

Base Information

• Chemical Name: Methyl (5beta,7alpha)-7-acetoxy-3,12-dioxocholan-24-oate
• CAS No.: 60354-42-9
• Molecular Formula: C27H40 O6
• Molecular Weight: 460.611
• European Community (EC) Number: 262-196-6
• DSSTox Substance ID: DTXSID00975769
• Nikkaji Number: J130.606E
• Wikidata: Q82960455
• Mol file: 60354-42-9.mol

Synonyms:60354-42-9;Methyl (5beta,7alpha)-7-acetoxy-3,12-dioxocholan-24-oate;EINECS 262-196-6;methyl (4R)-4-[(5R,7R,8R,9S,10S,13R,14S,17R)-7-acetyloxy-10,13-dimethyl-3,12-dioxo-2,4,5,6,7,8,9,11,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoate;Cholan-24-oic acid, 7-(acetyloxy)-3,12-dioxo-, methyl ester, (5.beta.,7.alpha.)-;Methyl 7-(acetyloxy)-3,12-dioxocholan-24-oate;DTXSID00975769;Methyl 7-(acetyloxy)-3,12-dioxocholan-24-oate #;7alpha-Acetoxy-3,12-dioxo-5beta-cholan-24-oic acid methyl ester

Chemical Property of Methyl (5beta,7alpha)-7-acetoxy-3,12-dioxocholan-24-oate

Chemical Property:

• Melting Point: 165.5 - 167 °C (methanol)
• PSA: 86.74000
• LogP: 4.52430
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 460.28248899
• Heavy Atom Count: 33
• Complexity: 835

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(CCC(=O)OC)C1CCC2C1(C(=O)CC3C2C(CC4C3(CCC(=O)C4)C)OC(=O)C)C
• Isomeric SMILES: C[C@H](CCC(=O)OC)[C@H]1CC[C@@H]2[C@@]1(C(=O)C[C@H]3[C@H]2[C@@H](C[C@H]4[C@@]3(CCC(=O)C4)C)OC(=O)C)C

Technology Process of Methyl (5beta,7alpha)-7-acetoxy-3,12-dioxocholan-24-oate

There total 4 articles about Methyl (5beta,7alpha)-7-acetoxy-3,12-dioxocholan-24-oate 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:

methyl 7α-acetoxy-3α,12α-dihydroxy-5β-cholan-24-oate (7432-44-2) → methyl 7α-acetoxy-3,12-dioxo-5β-cholanoate (60354-42-9)

Guidance literature:

With chromium(VI) oxide;

DOI:10.1021/ja01651a064

Reference yield:

methyl 3α-hydroxy-7α-acetoxy-12-oxocholanate (71837-87-1) → methyl 7α-acetoxy-3,12-dioxo-5β-cholanoate (60354-42-9)

Guidance literature:

With chromium(VI) oxide;

Reference yield:

methyl 3α,7α-diacetoxy-12α-hydroxy cholanate (3749-87-9) → methyl 7α-acetoxy-3,12-dioxo-5β-cholanoate (60354-42-9)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol. HCl

2: CrO₃

With chromium(VI) oxide; hydrogenchloride;

upstream raw materials:

methyl 7α-acetoxy-3α,12α-dihydroxy-5β-cholan-24-oate

methyl 3α-hydroxy-7α-acetoxy-12-oxocholanate

methyl 3α,7α-diacetoxy-12α-hydroxy cholanate

Downstream raw materials:

7α-hydroxy-5β-cholanoic acid

methyl (5β,7α)-12-hydroxy-3-oxo-cholan-24-oate

3α,7α-diformyloxy-5β-cholan-24-oic acid