1856-05-9

Basic information

• Product Name: O-TRIMETHYLSILYLCHOLESTEROL
• Synonyms: 3-[(Trimethylsilyl)oxy]cholest-5-ene;3beta-(Trimethylsiloxy)cholest-5-ene;5A-Cholesten-3-one, TMS;Cholest-5-ene, 3-[(trimethylsilyl)oxy]-, (3beta)-;Cholesterol TMS;Cholesterol trimethylsilyl ether;Cholesterol, mono-TMS;Epicholesterol TMS
• CAS NO: 1856-05-9
• Molecular Formula: C₃₀H₅₄OSi
• Molecular Weight: 458.83
• EINECS: 217-455-8
• Mol File: 1856-05-9.mol
• Article Data: 38

Chemical Properties

• Appearance: /
• CAS DataBase Reference: O-TRIMETHYLSILYLCHOLESTEROL(CAS DataBase Reference)
• NIST Chemistry Reference: O-TRIMETHYLSILYLCHOLESTEROL(1856-05-9)
• EPA Substance Registry System: O-TRIMETHYLSILYLCHOLESTEROL(1856-05-9)

Safety Data

• Hazardous Substances Data: 1856-05-9(Hazardous Substances Data)

Usage

General Description

O-Trimethylsilylcholesterol is a synthetic derivative of cholesterol that is commonly used as a standard reference material in analytical chemistry. It is a sterol compound that has been chemically modified by the addition of three trimethylsilyl groups, which are commonly used in organic synthesis to protect reactive functional groups. O-Trimethylsilylcholesterol is often used as an internal standard in mass spectrometry and chromatography techniques to quantify and identify cholesterol and related compounds in biological samples. Its stable and inert nature makes it a useful tool for accurately measuring cholesterol levels and studying cholesterol metabolism in various biological systems.

Upstream product

• 57-88-5 cholesterol 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 
• 57-88-5 cholesterol 
• 54380-53-9 cyclohexa-2,5-dien-1-yl(trimethyl)silane 
• 4039-32-1 lithium hexamethyldisilazane 
• 21149-38-2 2,2,2-trifluoro-N,N-bis(trimethylsilyl)-acetamide 
• 1450-14-2 1,1,1,2,2,2-hexamethyldisilane 
• 75-77-4 chloro-trimethyl-silane 
• 601-54-7 Cholest-5-en-3-one 
• 53296-64-3 N-methyl-N-trimethylsilyl-heptafluoro-butyramide 
• 25561-30-2 N,O-Bis(trimethylsilyl)trifluoroacetamide 
• 18297-63-7 N,N'-bis(trimethylsilyl)urea 
• 1066-40-6 Trimethylsilanol 

Downstream Products

• 601-54-7 Cholest-5-en-3-one 
• 604-35-3 Cholesteryl acetate 
• 601-57-0 Cholest-4-en-3-one 
• 95898-07-0 3β-cholesteryl 2,3,4-tri-O-benzyl-β-D-xylopyranoside 
• 95898-07-0 3β-cholesteryl 2,3,4-tri-O-benzyl-α-D-xylopyranoside 
• 41736-89-4 3-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)cholesterol 
• 70753-59-2 O-[2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl]cholesterol 

Relevant articles and documents

Selective silylation of alcohols, phenols and oximes using N-chlorosaccharin as an efficient catalyst under mild and solvent-free conditions

Efficient silylation of OH group in alcohols, phenols and oximes is described using a catalytic amount of N-chlorosaccharin and hexamethyldisilazane (HMDS) under mild and solvent-free conditions. This silylation reaction can be carried out with excellent and interesting various selectivities.

Salt-free preparation of trimethylsilyl ethers by B(C6F 5)3-catalyzed transfer silylation by using a Me 3SiH surrogate

An unprecedented transfer silylation of alcohols catalyzed by the strong Lewis acid B(C6F5)3 is described. Gaseous Me3SiH is released in situ by B(C6F5) 3-catalyzed decomposition of 3-trimethylsilylcyclohexa-1,4-diene and subsequently reacts with an alcohol in a dehydrogenative Si-O coupling promoted by the same boron catalyst. Benzene and dihydrogen are formed during the reaction, but no salt waste is. This expedient protocol is applicable to several silicon groups, and the preparation of trimethylsilyl ethers presented here is potentially useful for alcohol derivatization prior to GLC analysis. Copyright

Alum: An efficient catalyst for trimethylsilylation of alcohols and phenols with hexamethyldisilazane

A highly convenient method for the trimethylsilylation of alcohols and phenols via treatment by hexamethyldisilazane in the presence of alum as a catalyst has been developed. A wide variety of hydroxyl groups were selectively protected in CH3CN under mild conditions.