3beta,4beta,7alpha,12alpha-Tetrahydroxy-5beta-cholan-24-oic Acid

Base Information

• Chemical Name: 3beta,4beta,7alpha,12alpha-Tetrahydroxy-5beta-cholan-24-oic Acid
• CAS No.: 129099-70-3
• Molecular Formula: C₂₄H₄₀O₆
• Molecular Weight: 424.578
• DSSTox Substance ID: DTXSID601243944
• Nikkaji Number: J258.765C
• Wikidata: Q63395579
• Metabolomics Workbench ID: 36358
• Mol file: 129099-70-3.mol

Synonyms:3beta,4beta,7alpha,12alpha-Tetrahydroxy-5beta-cholan-24-oic Acid;(4R)-4-[(3S,4R,5S,7R,8R,9S,10R,12S,13R,14S,17R)-3,4,7,12-tetrahydroxy-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;129099-70-3;DTXSID601243944;LMST04010117;3b,4b,7a,12a-Tetrahydroxy-5b-cholanoate;3b,4b,7a,12a-Tetrahydroxy-5b-cholanoic acid;3b,4b,7a,12a-Tetrahydroxy-5b-cholan-24-oic acid;Q63395579;3beta,4beta,7alpha,12alpha-Tetrahydroxy-5beta-cholanoic acid

Chemical Property of 3beta,4beta,7alpha,12alpha-Tetrahydroxy-5beta-cholan-24-oic Acid

Chemical Property:

• Vapor Pressure: 4.99E-17mmHg at 25°C
• Boiling Point: 602.5°C at 760 mmHg
• Flash Point: 332.2°C
• PSA: 118.22000
• Density: 1.242g/cm³
• LogP: 2.41950
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 424.28248899
• Heavy Atom Count: 30
• Complexity: 668

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(CCC(=O)O)C1CCC2C1(C(CC3C2C(CC4C3(CCC(C4O)O)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(CC[C@@H]([C@@H]4O)O)C)O)O)C

Technology Process of 3beta,4beta,7alpha,12alpha-Tetrahydroxy-5beta-cholan-24-oic Acid

There total 5 articles about 3beta,4beta,7alpha,12alpha-Tetrahydroxy-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:

methyl 7α,12α-diacetoxy-3β,4β-dihydroxy-5β-cholanoate (129012-32-4) → 3β,4β,7α,12α-tetrahydroxy-5β-cholanoic acid (129099-70-3)

Guidance literature:

With potassium hydroxide; In methanol; for 10h; Heating;

DOI:10.1248/cpb.37.3323

Reference yield:

7α,12α-dihydroxy-3α-(toluene-sulfonyl-(4)-oxy)-5β-cholanoic acid-(24)-methyl ester (28192-77-0) → 3β,4β,7α,12α-tetrahydroxy-5β-cholanoic acid (129099-70-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 59 percent / 2,6-lutidine / 1 h / Heating

2: 93 percent / pyridine / 2 h / Heating

3: 79 percent / OsO₄, N-methylmorpholine N-oxide / 2-methyl-propan-2-ol; tetrahydrofuran; H₂O / Ambient temperature

4: KOH / methanol / 10 h / Heating

With pyridine; 2,6-dimethylpyridine; potassium hydroxide; osmium(VIII) oxide; 4-methylmorpholine N-oxide; In tetrahydrofuran; methanol; water; tert-butyl alcohol;

DOI:10.1248/cpb.37.3323

Reference yield:

methyl cholate (1448-36-8) → 3β,4β,7α,12α-tetrahydroxy-5β-cholanoic acid (129099-70-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 88 percent / pyridine

2: 59 percent / 2,6-lutidine / 1 h / Heating

3: 93 percent / pyridine / 2 h / Heating

4: 79 percent / OsO₄, N-methylmorpholine N-oxide / 2-methyl-propan-2-ol; tetrahydrofuran; H₂O / Ambient temperature

5: KOH / methanol / 10 h / Heating

With pyridine; 2,6-dimethylpyridine; potassium hydroxide; osmium(VIII) oxide; 4-methylmorpholine N-oxide; In tetrahydrofuran; methanol; water; tert-butyl alcohol;

DOI:10.1248/cpb.37.3323

upstream raw materials:

methyl 7α,12α-diacetoxy-3β,4β-dihydroxy-5β-cholanoate

7α,12α-dihydroxy-3α-(toluene-sulfonyl-(4)-oxy)-5β-cholanoic acid-(24)-methyl ester

methyl cholate

methyl 7α,12α-dihydroxy-5β-chol-3-enoate

Refernces