32-hydroxylanosterol

Base Information

• Chemical Name: 32-hydroxylanosterol
• CAS No.: 111420-56-5
• Molecular Formula: C₃₀H₅₀O₂
• Molecular Weight: 442.726
• Mol file: 111420-56-5.mol

Synonyms:32-hydroxylanosterol

Chemical Property of 32-hydroxylanosterol

Chemical Property:

• Vapor Pressure: 1.12E-13mmHg at 25°C
• Boiling Point: 535°Cat760mmHg
• PKA: 15.05±0.10(Predicted)
• Flash Point: 215.9°C
• PSA: 40.46000
• Density: 1.03g/cm³
• LogP: 7.45150

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 32-?Hydroxylanosterol is a regulatory oxysterol.

Technology Process of 32-hydroxylanosterol

There total 6 articles about 32-hydroxylanosterol 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: 98.0%

(3S,10S,13R,14S)-17-((R)-1,5-Dimethyl-hex-4-enyl)-3-hydroxy-4,4,10,13-tetramethyl-1,2,3,4,5,6,7,10,11,12,13,15,16,17-tetradecahydro-cyclopenta[a]phenanthrene-14-carbaldehyde (79294-83-0) → (3S,10S,13R,14S)-17-((R)-1,5-Dimethyl-hex-4-enyl)-14-hydroxymethyl-4,4,10,13-tetramethyl-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol (111420-56-5)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 ℃;

DOI:10.1021/ja00188a059

Reference yield:

(3S,10S,13R,14S)-17-((R)-1,5-Dimethyl-hex-4-enyl)-4,4,10,13-tetramethyl-14-vinyl-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol (119272-96-7) → (3S,10S,13R,14S)-17-((R)-1,5-Dimethyl-hex-4-enyl)-14-hydroxymethyl-4,4,10,13-tetramethyl-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol (111420-56-5)

Guidance literature:

Multi-step reaction with 5 steps

2: 93 percent / m-CPBA / CH₂Cl₂ / 23 °C

3: 1.) O₃, 2.) Zn, AcOH, NaI / 1.) CH₂Cl₂, MeOH, -78 deg C, 2.) -78 deg C, 1 h; 40 deg C, 6 h

4: K₂CO₃ / methanol

5: 98 percent / NaBH₄ / methanol / 0 °C

With sodium tetrahydroborate; potassium carbonate; ozone; acetic acid; 3-chloro-benzenecarboperoxoic acid; sodium iodide; zinc; In methanol; dichloromethane;

DOI:10.1021/ja00188a059

Reference yield:

Acetic acid (3S,10S,13R,14S)-17-((R)-1,5-dimethyl-hex-4-enyl)-4,4,10,13-tetramethyl-14-vinyl-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester (119273-02-8) → (3S,10S,13R,14S)-17-((R)-1,5-Dimethyl-hex-4-enyl)-14-hydroxymethyl-4,4,10,13-tetramethyl-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol (111420-56-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 93 percent / m-CPBA / CH₂Cl₂ / 23 °C

2: 1.) O₃, 2.) Zn, AcOH, NaI / 1.) CH₂Cl₂, MeOH, -78 deg C, 2.) -78 deg C, 1 h; 40 deg C, 6 h

3: K₂CO₃ / methanol

4: 98 percent / NaBH₄ / methanol / 0 °C

With sodium tetrahydroborate; potassium carbonate; ozone; acetic acid; 3-chloro-benzenecarboperoxoic acid; sodium iodide; zinc; In methanol; dichloromethane;

DOI:10.1021/ja00188a059

upstream raw materials:

(3S,10S,13R,14S)-17-((R)-1,5-Dimethyl-hex-4-enyl)-3-hydroxy-4,4,10,13-tetramethyl-1,2,3,4,5,6,7,10,11,12,13,15,16,17-tetradecahydro-cyclopenta[a]phenanthrene-14-carbaldehyde

(3S,10S,13R,14S)-17-((R)-1,5-Dimethyl-hex-4-enyl)-4,4,10,13-tetramethyl-14-vinyl-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol

Acetic acid (3S,10S,13R,14S)-17-((R)-1,5-dimethyl-hex-4-enyl)-4,4,10,13-tetramethyl-14-vinyl-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

Acetic acid (3S,10S,13R,14S)-17-[(R)-3-(3,3-dimethyl-oxiranyl)-1-methyl-propyl]-4,4,10,13-tetramethyl-14-vinyl-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

Refernces

• 1、 Medina, Julio C.,Guajardo, Richard,Kyler, Keith S.. "Vinyl Group Rearrangement in the Enzymatic Cyclization of Squalenoids: Synthesis of 30-Oxysterols". . p. 2310 - 2311. Retrieved 2007/10/02.