79185-06-1

Basic information

• Product Name: t-butyldimethyl((4-phenylbut-1-en-2-yl)oxy)silane
• Synonyms: t-butyldimethyl((4-phenylbut-1-en-2-yl)oxy)silane
• CAS NO: 79185-06-1
• Molecular Weight: 262.467
• Mol File: 79185-06-1.mol

Chemical Properties

• CAS DataBase Reference: t-butyldimethyl((4-phenylbut-1-en-2-yl)oxy)silane(CAS DataBase Reference)
• NIST Chemistry Reference: t-butyldimethyl((4-phenylbut-1-en-2-yl)oxy)silane(79185-06-1)
• EPA Substance Registry System: t-butyldimethyl((4-phenylbut-1-en-2-yl)oxy)silane(79185-06-1)

Safety Data

• Hazardous Substances Data: 79185-06-1(Hazardous Substances Data)

Upstream product

• 79184-95-5 tert-Butyl-dimethyl-{3-phenyl-1-[1-phenylselanyl-meth-(Z)-ylidene]-propoxy}-silane 
• 2550-26-7 4-Phenyl-2-butanone 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 69739-34-0 t-butyldimethylsiyl triflate 
• 97394-41-7 S-(4-nitrophenyl) 3-phenylpropanethioate 
• 31729-70-1 bis(iodozinc)methane 
• 56522-24-8 tert-butyldimethylsilyl cyanide 

Downstream Products

• 87258-11-5 2-(tert-Butyl-dimethyl-silanyloxy)-4-phenyl-but-2-yl-hydroperoxide 
• 105590-61-2 (3S,4S)-3-[(S)-(tert-Butyl-dimethyl-silanyloxy)-phenyl-methyl]-4,8-diphenyl-octane-2,6-dione 
• 87258-14-8 Benzenecarboperoxoic acid 1-(tert-butyl-dimethyl-silanyloxy)-1-methyl-3-phenyl-propyl ester 
• 75732-41-1 tert-butyldimethylsilyl benzoate 
• 103-45-7 acetic acid phenethyl ester 

Relevant articles and documents

Boron Trifluoride-Mediated Cycloaddition of 3-Bromotetrazine and Silyl Enol Ethers: Synthesis of 3-Bromo-pyridazines

Pyridazines are important scaffolds for medicinal chemistry or crop protection agents, yet the selective preparation of 3-bromo-pyridazines with high regiocontrol remains difficult. We achieved the Lewis acid-mediated inverse electron demand Diels-Alder reaction between 3-monosubstituted s-tetrazine and silyl enol ethers and obtained functionalized pyridazines. In the case of 1-monosubstituted silyl enol ethers, exclusive regioselectivity was observed. Downstream functionalization of the resulting 3-bromo-pyridazines was demonstrated utilizing several cross-coupling protocols to synthesize 3,4-disubstituted pyridazines with excellent control over the substitution pattern.

Chemo- and regioselective preparation of zinc enolate from thiol esters by palladium catalyzed cross-coupling reaction

The palladium catalyzed cross-coupling reaction of thiol esters with bis(iodozincio)methane or 1,1-bis(iodozincio)ethane gave Reformatsky-type enolates. They can react with some electrophiles to give the corresponding adducts and were also trapped by silylation reagents to afford silyl enol ethers. As the method applicable to the thiol ester carrying ketone moiety, it afforded zinc enolates carrying ketone in the same molecule.

SYNTHESIS OF α-SILYLOXYHYDROPEROXIDES FROM THE REACTION OF SILYL ENOL ETHERS AND HYDROGEN PEROXIDE

t-Butyldimethylsilyl enol ethers derived from a wide range of ketones react with hydrogen peroxide in the presence of acid to give remarkably stable α-silyloxyhydroperoxides.

PREPARATION OF α-TRIALKYLSILYL KETONES FROM α-PHENYLSELENO DERIVATIVES VIA THEIR SILYL ENOL ETHERS

On treatment with metallic lithium in the presence of dimethylaminonaphthalene, trialkylsilyl enol ethers of α-phenylseleno ketones were converted into the corresponding α-trialkylsilyl ketones in good yields.