69483-47-2

Basic information

• Product Name: ALPHA, BETA, BETA 20R-CHOLESTANE
• Synonyms: ALPHA, BETA, BETA 20R-CHOLESTANE
• CAS NO: 69483-47-2
• Molecular Formula: C₂₇H₄₈
• Molecular Weight: 372.67
• Mol File: 69483-47-2.mol
• Article Data: 20

Chemical Properties

• Appearance: /
• CAS DataBase Reference: ALPHA, BETA, BETA 20R-CHOLESTANE(CAS DataBase Reference)
• NIST Chemistry Reference: ALPHA, BETA, BETA 20R-CHOLESTANE(69483-47-2)
• EPA Substance Registry System: ALPHA, BETA, BETA 20R-CHOLESTANE(69483-47-2)

Safety Data

• Hazardous Substances Data: 69483-47-2(Hazardous Substances Data)

Upstream product

• 543-27-1 isobutyl chloroformate 
• 54339-68-3 4-cholestene-3,6-dione 
• 57-88-5 cholesterol 
• 27409-41-2 3-hydroxy-cholestane 
• 141269-57-0 cholestan-3-yl 4-methylbenzoate 
• 17608-41-2 cholestanol 
• 3464-60-6 cholesta-1,4,6-trien-3-one 
• 16734-07-9 O-3β-cholestanyl S-methyl dithiocarbonate 
• 139342-50-0 Thiocarbonic acid O-[(3S,8R,9S,10S,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yl] ester O-(4-fluoro-phenyl) ester 
• 26430-35-3 p-toluene-sulphonyl-hydrazone of cholestanone 
• 130534-82-6 Thiocarbonic acid O-[(3S,5S,10S,13R,17R)-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yl] ester O-(4-fluoro-phenyl) ester 
• 5211-17-6 β-Cholestanyl-S-methyl-xanthat 

Relevant articles and documents

Novel electrochemical deoxygenation reaction using diphenylphosphinates

The electrochemical reduction of diphenylphosphinate esters leads smoothly and in high yields to the corresponding deoxygenated products. In comparison with the previously developed methodologies, the electrolysis could be performed at lower temperature and with a higher current density, resulting in a shorter reaction time.

Safe, facile radical-based reduction and hydrosilylation reactions in a microreactor using tris(trimethylsilyl)silane

A highly efficient system for tris(trimethylsilyl)silane (TTMSS) mediated deoxygenation, dehalogenation and hydrosilylation reactions is described in a microstructured device; this convenient platform enables the scale up of radical-based processes. The Royal Society of Chemistry.

Chemoselective reduction of 1,4,6-cholestatrien-3-one and 1,4,6-androstatriene-3,17-dione by various hydride reagents

The chemoselectivity of rigid cyclic α,β-unsaturated carbonyl group on the reducing agents was influenced by the ring size and steric factor. Cholesterol (cholest-5-en-3β-ol) and dehydroepiandrosterone (DHEA) were oxidized with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone to form 1,4,6-cholestatrien-3-one and 1,4,6-androstatriene-3,17-dione. They were reduced with NaBH4, lithium tri-sec-butylborohydride (l-Selectride), LiAlH4, 9-borabicyclo[3.3.1]nonane (9-BBN), lithium triethylborohydride (Super-hydride), and BH3·(CH3)2S in various conditions, respectively. Reduction of 1,4,6-cholestatrien-3-one and 1,4,6-androstatriene-3,17-dione by NaBH4 (4 equiv.) produced 4,6-cholestadien-3β-ol and 4,6-androstadiene-3β,17β-diol, respectively. Reduction by l-Selectride (12 equiv.) afforded 4,6-cholestadien-3α-ol and 4,6-androstadiene-3α,17β-diol, chemoselectively. Reaction with Super-hydride (12 equiv.) produced 4,6-cholestadien-3-one and 3-oxo-4,6-androstadien-17β-ol. Reduction of 1,4,6-cholestatrien-3-one by 9-BBN (14 equiv.) produced 1,4,6-cholestatrien-3α-ol, but 1,4,6-androstatriene-3,17-dione was not reacted with 9-BBN in the reaction conditions. Reaction of LiAlH4 (6 equiv.) formed 4,6-cholestadien-3β-ol and 3-oxo-1,4,6-androstatrien-17β-ol. Reduction of 1,4,6-cholestatrien-3-one by BH3·(CH3)2S (11 equiv.) gave cholestane as major compound and unlike reactivity of cholesterol, 1,4,6-androstatriene-3,17-dione by 8 equiv. of BH3·(CH3)2S formed 3-oxo-1,4,6-androstatrien-17β-ol. LiAlH4 and BH3·(CH3)2S showed relatively low chemoselectivity.