4α-Hydroxy Cholesterol

Base Information

• Chemical Name: 4α-Hydroxy Cholesterol
• CAS No.: 34310-86-6
• Molecular Formula: C₂₇H₄₆O₂
• Molecular Weight: 402.661
• Hs Code.: 9999999999
• Mol file: 34310-86-6.mol

Synonyms:4A-HYDROXY CHOLESTEROL;4α-Hydroxy Cholesterol;4-ALPHA-HYDROXYCHOLESTEROL;4Alpha-Hydroxy Cholesterol;

Chemical Property of 4α-Hydroxy Cholesterol

Chemical Property:

• Vapor Pressure: 4.22E-12mmHg at 25°C
• Melting Point: 220-222 °C
• Boiling Point: 500.2°Cat760mmHg
• PKA: 14.32±0.70(Predicted)
• Flash Point: 206.7°C
• PSA: 40.46000
• Density: 1.03g/cm³
• LogP: 6.35950
• Storage Temp.: -20°C Freezer
• Solubility.: Acetone (Slightly, Heated), Chloroform (Slightly), Ethyl Acetate (Slightly), Met

Purity/Quality:

98%Min ^*data from raw suppliers

4α-Hydroxycholesterol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4α-Hydroxy Cholesterol

There total 21 articles about 4α-Hydroxy Cholesterol 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: 17.0%

3β-benzoyloxycholest-5-ene-4-one (50611-92-2) → 3β-benzoyloxy-4β-hydroxy-5-cholestene (83685-71-6,50611-90-0) + cholest-5-ene-3β,4β-diol (34310-86-6,17320-10-4,51238-11-0,51238-12-1,124815-29-8,125136-40-5) + 5α-cholestane-3β,4β-diol 3-monobenzoate (33444-61-0) + 3β-benzoyloxycholest-5-en-4α-ol (83685-71-6)

Guidance literature:

With sodium tetrahydroborate; In 1,4-dioxane; Ambient temperature;

Reference yield: 10.0%

(4,5)α-epoxy-5α-cholestan-3β-ol (20230-31-3) → cholest-5-ene-3β,4β-diol (34310-86-6,17320-10-4,51238-11-0,51238-12-1,124815-29-8,125136-40-5)

Guidance literature:

With n-butyllithium; diethylamine; In tetrahydrofuran; diethyl ether; hexane; for 72h; Heating;

Reference yield:

cholesterol (57-88-5) → 5α-cholestane-3β,5β,6β-triol + 7-Oxocholesterol (566-28-9) + cholest-3,5-dien-7-one (567-72-6) + 7-alpha-Hydroxypregnenolone (30626-96-1) + 25-hydroxychlolesterol (2140-46-7) + cholest-5-ene-3β,4β-diol (34310-86-6,17320-10-4,51238-11-0,51238-12-1,124815-29-8,125136-40-5) + 4β-hydroxycholesterol (17320-10-4) + (3S,7S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,7-diol (566-26-7) + cholest-5-en-3β,7β-diol (566-27-8) + cholesta-4,6-diene-3-ol + 5beta,6beta-Epoxycholestanol (2953-38-0,4025-59-6,24116-45-8,55700-78-2,75764-48-6,97100-48-6,114246-94-5,134356-45-9,1250-95-9) + 5α,6α-epoxycholestan-3β-ol (1250-95-9)

Guidance literature:

at 180 ℃; for 0.5h; Time;

DOI:10.1016/j.foodchem.2014.08.117

upstream raw materials:

4α-acetoxy-cholest-5-en-3-one

(4,5)α-epoxy-5α-cholestan-3β-ol

Cholesteryl acetate

3β-benzoyloxycholest-5-ene-4-one

Refernces

• 1、 Derewiaka,Molińska. "Cholesterol transformations during heat treatment". . p. 233 - 240. Retrieved 2015/01/09.
• 2、 Turley, Wesley A.,Burrell, Richard C.,Bonacorsi Jr., Samuel J.,Goodenough, Angela K.,Onorato, Joelle M.. "Synthesis of [D4]- and [D7]-4β- hydroxycholesterols for use in a novel drug-drug interaction assay". . p. 61 - 65. Retrieved 2012/06/30.