161167-55-1

Basic information

• Product Name: [(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-acetic acid ethyl ester
• Synonyms: [(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-acetic acid ethyl ester
• CAS NO: 161167-55-1
• Molecular Weight: 440.771
• Mol File: 161167-55-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: [(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-acetic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: [(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-acetic acid ethyl ester(161167-55-1)
• EPA Substance Registry System: [(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-acetic acid ethyl ester(161167-55-1)

Safety Data

• Hazardous Substances Data: 161167-55-1(Hazardous Substances Data)

Upstream product

• 127492-03-9 1-(phenylsulfinyl)-2,2,2-triethoxyethane 
• 127492-02-8 (4R-trans)-4,6-Bis(tert-butyldimethylsiloxy)-1-cyclohexenemethanol 
• 127491-99-0 (1RS,3S,5R)-3,5-bis(t-butyldimethylsiloxy)-1-carboethoxymethyl-2-methylenecyclohexane 
• 99268-87-8 3-(p-toluenesulfonyl)-2-pyrone 
• 127492-00-6 (4R,6S)-4,6-Dihydroxy-cyclohex-1-enecarboxylic acid methyl ester 
• 104487-42-5 (4R,6S)-4-Hydroxy-6-((S)-2-methyl-1-phenyl-propoxy)-cyclohex-1-enecarboxylic acid methyl ester 
• 127492-01-7 chiron 
• 104464-04-2 (1S,4R,8S)-8-((S)-2-Methyl-1-phenyl-propoxy)-4-(toluene-4-sulfonyl)-2-oxa-bicyclo[2.2.2]oct-5-en-3-one 

Relevant articles and documents

One-Flask, Regiospecific Conversions of Allylic Alcohols into Two-Carbon-Extended, Conjugated Dienoate Esters. Use of a New Sulfinyl Orthoester

Sixteen differently substituted primary and secondary allylic alcohols are shown to react with sulfinyl orthoacetate 1 at 100 deg C sequentially via a sigmatropic rearrangement and then a β-elimination of benzenesulfenic acid to form conjugated dienoate esters 5-13 in 45-95percent yields.This one-flask, intramolecular carbon-carbon bond-forming process represents a simple and convenient method for regiospecific γ-attachment of a two-carbon (ethoxycarbonyl)methylene unit via the synthetic equivalent of an SN2' process.Two examples are given in which rationally designed dienoates 20 and 24, prepared via this one-flask process and carrying a pendant alkene unit, undergo intramolecular 2+4 cycloaddition producing bicyclic cyclohexenes 21 and 25.