7beta,12alpha-Dihydroxy-5beta-cholan-24-oic Acid

Base Information

• Chemical Name: 7beta,12alpha-Dihydroxy-5beta-cholan-24-oic Acid
• CAS No.: 84413-81-0
• Molecular Formula: C₂₄H₄₀O₄
• Molecular Weight: 392.579
• DSSTox Substance ID: DTXSID901255376
• Nikkaji Number: J363.679H
• Metabolomics Workbench ID: 36293
• Mol file: 84413-81-0.mol

Synonyms:7beta,12alpha-Dihydroxy-5beta-cholan-24-oic Acid;7b,12a-Dihydroxycholanoic acid;7beta,12alpha-Dihydroxycholanoic acid;84413-81-0;7b,12a-Dihydroxy-5b-cholan-24-oic acid;SCHEMBL21023518;7b,12a-Dihydroxy-5b-cholanoate;7beta,12alpha-Dihydroxycholanoate;CHEBI:175151;DTXSID901255376;7b,12a-Dihydroxy-5b-cholanoic acid;LMST04010051;7b,12a-Dihydroxy-5b-cholan-24-oate;(4R)-4-[(5S,7S,8R,9S,10S,12S,13R,14S,17R)-7,12-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid;(5b,7b,12a)-7,12-dihydroxy-Cholan-24-oate;(5b,7b,12a)-7,12-dihydroxy-Cholan-24-oic acid;Q63396494;(5beta,7beta,12alpha)-7,12-Dihydroxycholan-24-oic acid

Chemical Property of 7beta,12alpha-Dihydroxy-5beta-cholan-24-oic Acid

Chemical Property:

• Vapor Pressure: 2.98E-14mmHg at 25°C
• Refractive Index: 1.543
• Boiling Point: 547.1°C at 760 mmHg
• Flash Point: 298.8°C
• PSA: 77.76000
• Density: 1.128g/cm³
• LogP: 4.47790
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 392.29265975
• Heavy Atom Count: 28
• Complexity: 605

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCC(=O)O)C1CCC2C1(C(CC3C2C(CC4C3(CCCC4)C)O)O)C
• Isomeric SMILES: C[C@H](CCC(=O)O)[C@H]1CC[C@@H]2[C@@]1([C@H](C[C@H]3[C@H]2[C@H](C[C@H]4[C@@]3(CCCC4)C)O)O)C

Technology Process of 7beta,12alpha-Dihydroxy-5beta-cholan-24-oic Acid

There total 14 articles about 7beta,12alpha-Dihydroxy-5beta-cholan-24-oic Acid 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: 90.0%

7α-hydroxy-5β-cholansaeure-24,12α-lacton (88165-75-7) → 7α,12α-dihydroxy-5β-cholansaeure (566-17-6,15073-89-9,30627-74-8,84413-80-9,84413-81-0,84413-82-1,105227-29-0,105227-30-3,105227-31-4)

Guidance literature:

With potassium hydroxide; In methanol; for 4h;

DOI:10.1016/S0040-4020(01)82452-2

Reference yield:

7α-hydroxy-3α-tosyloxy-5β-cholansaeure-24,12α-lacton (88165-73-5) → 7α,12α-dihydroxy-5β-cholansaeure (566-17-6,15073-89-9,30627-74-8,84413-80-9,84413-81-0,84413-82-1,105227-29-0,105227-30-3,105227-31-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / NaI, zinc / various solvent(s) / 2 h / 80 °C

2: 90 percent / KOH / methanol / 4 h

With potassium hydroxide; sodium iodide; zinc; In methanol;

DOI:10.1016/S0040-4020(01)82452-2

Reference yield:

(R)-4-((3R,12S)-3,12-Dihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoic acid (83-44-3,570-62-7,570-63-8,1912-55-6,1912-69-2,2569-02-0,2569-04-2,30635-00-8,84848-09-9) → 7α,12α-dihydroxy-5β-cholansaeure (566-17-6,15073-89-9,30627-74-8,84413-80-9,84413-81-0,84413-82-1,105227-29-0,105227-30-3,105227-31-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 50 percent / pyridine / 48 h / 5 °C

2: 93 percent / NaI, zinc / various solvent(s) / 2 h / 80 °C

3: 90 percent / KOH / methanol / 4 h

With potassium hydroxide; sodium iodide; zinc; In pyridine; methanol;

DOI:10.1016/S0040-4020(01)82452-2

upstream raw materials:

7β-hydroxy-12-oxo-5α-cholanic acid

methyl 7β-hydoxy-12-oxo-5α-cholanate

7,12-dioxo-5α-cholan-24-oic acid methyl ester

7,12-dioxo-chola-3,5-dien-24-oic acid methyl ester