465-54-3

Basic information

• Product Name: i-cholesterol
• Synonyms: i-cholesterol;3α,5-Cyclo-5α-cholestan-6β-ol
• CAS NO: 465-54-3
• Molecular Formula: C₂₇H₄₆O
• Molecular Weight: 386.65354
• Mol File: 465-54-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 473°Cat760mmHg
• Flash Point: 205.9°C
• Appearance: /
• Density: 1.01g/cm³
• Vapor Pressure: 6.19E-11mmHg at 25°C
• Refractive Index: 1.533
• CAS DataBase Reference: i-cholesterol(CAS DataBase Reference)
• NIST Chemistry Reference: i-cholesterol(465-54-3)
• EPA Substance Registry System: i-cholesterol(465-54-3)

Safety Data

• Hazardous Substances Data: 465-54-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C27H46O/c1-17(2)7-6-8-18(3)21-9-10-22-20-15-24(28)27-16-19(27)11-14-26(27,5)23(20)12-13-25(21,22)4/h17-24,28H,6-16H2,1-5H3

Upstream product

• 1182-65-6 cholesteryl p-toluenesulfonate 
• 127-08-2 potassium acetate 
• 68-12-2 N,N-dimethyl-formamide 
• 75-65-0 tert-butyl alcohol 
• 13461-04-6 3α,5-cyclo-5α-cholestan-6β-yl acetate 
• 14026-00-7 6β-chloro-3α,5α-cyclo-cholestane 
• 546-89-4 lithium acetate 

Downstream Products

• 474-75-9 3-β-Fluorocholest-5-ene 
• 105266-42-0 (4'-Iodo-biphenyl-3-yl)-acetic acid (1aR,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-6-((R)-1,5-dimethyl-hexyl)-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-10-yl ester 
• 561-63-7 19-hydroxycholesterol 
• 910-31-6 3-chloro-cholest-5-ene 
• 1232680-84-0 3β-O-(1’,2’:3’,4’-di-O-isopropylidene-α-D-galactopyranos-6’-yl)cholest-5-ene 
• 57-88-5 cholesterol 
• 2469-23-0 dicholesteryl ether 
• 750-59-4 3β-acetoxycholest-5-en-19-ol 
• 145-13-1 Pregnenolone 
• 91176-18-0 C₄₅H₆₂O₃ 
• 116329-78-3 C₄₂H₅₆O₃ 
• 6614-96-6 potassium cholesteryl sulphate 
• 516-91-6 (3S,8S,9S,10R,13R,14S,17R)-3-Bromo-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 
• 60582-94-7 3β.5.6β-tribromo-5α-cholestane 

Relevant articles and documents

Solvolysis of sterol tosylates in aqueous dimethylformamide

It has been established that the heating of the sterol tosylates (1a - c) in aqueous dimethylformamide in the presence of sodium acetate leads to the formation of the 3α,5-cyclo-6β-alcohols (2), the sterols (3), the 3,5-dienes (4), and the sterol formates (5).

The mass spectrometric behavior of 3α,5-cyclo-5α-cholestan-6β-yl alkyl ethers

The 3α,5-cyclo-6β-methoxy (i-methyl ether) moiety is a common protective grouping in steroid partial synthesis.Therefore, the mass spectrometric behavior of 6β-hydroxy-3α,5-cyclo-5α-cholestane, the corresponding methyl, ethyl, and tert-butyl ethers, the analogous ketone, and the parent hydrocarbon has been investigated in order to determine the mechanisms of the characteristic fragmentations of these compounds.Such knowledge is essential for unequivocal structure elucidation by mass spectrometry and also bears on the current interest in the stereospecificity of electron impact induced eliminations.Deuterium labeling of carbon atoms 1,2,3,4,7,8,9, and 19 of 6β-methoxy-3α,5-cyclo-5α-cholestane established the course of methanol extrusion and the identity of the highly diagnostic A ring cleavage ion M.+ - 55.Mechanisms are proposed for these key fragmentations.The mass spectra of the methyl, ethyl, and tert-butyl ethers of cholesterol are analyzed, and the features distinguishing these compounds from the isomeric 3,5-cyclosteroids are noted.