3alpha-Hydroxy-5beta-chol-6-en-24-oic acid

Base Information

• Chemical Name: 3alpha-Hydroxy-5beta-chol-6-en-24-oic acid
• CAS No.: 3664-87-7
• Molecular Formula: C24H38 O3
• Molecular Weight: 374.564
• DSSTox Substance ID: DTXSID10957899
• Wikidata: Q76279816
• Metabolomics Workbench ID: 36443
• Mol file: 3664-87-7.mol

Synonyms:3 alpha-hydroxy-5 beta-6-cholen-24-oic acid;3 alpha-hydroxy-5 beta-chol-6-en-24-oic acid;3-hydroxy-6-cholen-24-oic acid;delta(6)-lithocholenic acid

Chemical Property of 3alpha-Hydroxy-5beta-chol-6-en-24-oic acid

Chemical Property:

• Vapor Pressure: 1.43E-12mmHg at 25°C
• Boiling Point: 510.8°Cat760mmHg
• Flash Point: 276.8°C
• PSA: 57.53000
• Density: 1.088g/cm³
• LogP: 5.28310
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 374.28209507
• Heavy Atom Count: 27
• Complexity: 613

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCC(=O)O)C1CCC2C1(CCC3C2C=CC4C3(CCC(C4)O)C)C
• Isomeric SMILES: C[C@H](CCC(=O)O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2C=C[C@H]4[C@@]3(CC[C@H](C4)O)C)C

Technology Process of 3alpha-Hydroxy-5beta-chol-6-en-24-oic acid

There total 6 articles about 3alpha-Hydroxy-5beta-chol-6-en-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 3α-acetoxy-5β-chol-6-en-24-oate (61289-17-6) → 3α-hydroxy-5β-chol-6-en-24-oic acid (3664-87-7)

Guidance literature:

With sodium hydroxide;

Reference yield:

methyl 3α-acetoxy-7-oxo-5β-cholan-24-oate (10452-65-0) → 3α-hydroxy-5β-chol-6-en-24-oic acid (3664-87-7)

Guidance literature:

Multi-step reaction with 4 steps

1: Br₂

2: NaBH₄

3: Zn, CH₃COOH

4: 3percent KOH / methanol

With potassium hydroxide; sodium tetrahydroborate; bromine; acetic acid; zinc; In methanol;

DOI:10.1016/0039-128X(88)90023-2

Reference yield:

methyl 3α-acetoxy-6α-bromo-7α-hydroxy-5β-cholan-24-oate (119076-72-1) → 3α-hydroxy-5β-chol-6-en-24-oic acid (3664-87-7)

Guidance literature:

Multi-step reaction with 2 steps

1: Zn, CH₃COOH

2: 3percent KOH / methanol

With potassium hydroxide; acetic acid; zinc; In methanol;

DOI:10.1016/0039-128X(88)90023-2

upstream raw materials:

3α-hydroxy-12-oxo-5β-chol-6-en-24-oic acid

methyl 3α-acetoxy-5β-chol-6-en-24-oate

methyl 3α-acetoxy-7-oxo-5β-cholan-24-oate

methyl 3α-acetoxy-6α-bromo-7α-hydroxy-5β-cholan-24-oate

Downstream raw materials:

Lithocholic acid

5β-cholestane-3α,6β,7α,25,26-pentol

Refernces

• 1、 Yoshii,Une,Kihira,Kuramoto,Hoshita. "Synthesis of 5 beta-cholestane-3 alpha,6 beta,7 alpha,25,26-pentol and identification of a novel bile alcohol, alpha-trichechol, present in the West Indian manatee bile.". . p. 1852 - 1854. Retrieved 2007/10/02.