5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol

Base Information

• Chemical Name: 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol
• CAS No.: 18866-87-0
• Molecular Formula: C₂₇H₄₈O₄
• Molecular Weight: 436.676
• DSSTox Substance ID: DTXSID00864861
• Nikkaji Number: J451.976K
• Wikidata: Q76295104
• Metabolomics Workbench ID: 36719
• Mol file: 18866-87-0.mol

Synonyms:5 beta cholestane-3 alpha,7 alpha,12 alpha,25-tetrol;5 beta-cholestane-3 beta,7 alpha,12 alpha,25-tetrol;cholestane-3,7,12,25-tetrol

Chemical Property of 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol

Chemical Property:

• Vapor Pressure: 2.75E-15mmHg at 25°C
• Boiling Point: 568.4°Cat760mmHg
• Flash Point: 238.3°C
• PSA: 80.92000
• Density: 1.099g/cm³
• LogP: 4.52510
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 436.35526001
• Heavy Atom Count: 31
• Complexity: 649

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCCC(C)(C)O)C1CCC2C1(C(CC3C2C(CC4C3(CCC(C4)O)C)O)O)C
• Isomeric SMILES: C[C@H](CCCC(C)(C)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](C4)O)C)O)O)C

Technology Process of 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol

There total 10 articles about 5beta-Cholestane-3alpha,7alpha,12alpha,25-tetrol 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:

cholic acid (7170-94-7) → 5β-Cholestane-3α,7α,12α,25-tetrol (18866-87-0)

Guidance literature:

Multi-step reaction with 2 steps

1: methanesulfonic acid / 0.01 h / Irradiation

2: diethyl ether; benzene / Ambient temperature

With methanesulfonic acid; In diethyl ether; benzene;

DOI:10.1016/S0039-128X(97)00007-X

Reference yield:

methyl magnesium iodide (917-64-6) + 3α,7α,12α-trihydroxy-5β-cholane-24-carboxylic acid methyl ester (59445-12-4) → 5β-Cholestane-3α,7α,12α,25-tetrol (18866-87-0)

Guidance literature:

With benzene;

DOI:10.1021/ja01198a066

Reference yield:

cholic acid triformate (2097-89-4) → 5β-Cholestane-3α,7α,12α,25-tetrol (18866-87-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) (COCl)2 / 1.) benzene, RT, 2 h, 2.) benzene, RT, overnight

2: aq. AgNO₃ / methanol / 4 h / Heating

3: methanesulfonic acid / 0.01 h / Irradiation

4: diethyl ether; benzene / Ambient temperature

With oxalyl dichloride; methanesulfonic acid; silver nitrate; In methanol; diethyl ether; benzene;

DOI:10.1016/S0039-128X(97)00007-X

upstream raw materials:

methyl magnesium iodide

3α,7α,12α-trihydroxy-5β-cholane-24-carboxylic acid methyl ester

3α.7α.12α-triformyloxy-24-diazomethyl-5β-cholanone-(24)

cholic acid

Downstream raw materials:

5β-bufol

5β-cholestanetetrayl-(3α,7α,12α,25)-tetraacetate

Refernces

• 1、 Dayal, B.,Bagan, E.,Speck, J.,Salen, G.. "A FACILE SYNTHESIS OF 5β-CHOLESTANE-3α,7α,12α,25-TETROL". . p. 439 - 444. Retrieved 1980.