596804-01-2

Basic information

• Product Name: 4-{[1-(tert-butyl)-1,1-dimethylsilyl]oxy}phenethyl acetate
• Synonyms: 4-{[1-(tert-butyl)-1,1-dimethylsilyl]oxy}phenethyl acetate
• CAS NO: 596804-01-2
• Molecular Weight: 294.466
• Mol File: 596804-01-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 4-{[1-(tert-butyl)-1,1-dimethylsilyl]oxy}phenethyl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: 4-{[1-(tert-butyl)-1,1-dimethylsilyl]oxy}phenethyl acetate(596804-01-2)
• EPA Substance Registry System: 4-{[1-(tert-butyl)-1,1-dimethylsilyl]oxy}phenethyl acetate(596804-01-2)

Safety Data

• Hazardous Substances Data: 596804-01-2(Hazardous Substances Data)

Upstream product

• 105460-59-1 methyl 2-{4-[(tert-butyldimethylsilyl)oxy]phenyl}acetate 
• 58556-55-1 2-(4-hydroxyphenyl)ethyl acetate 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 108-24-7 acetic anhydride 
• 96013-68-2 tert-butyl(4-(2-(tert-butyldimethylsilyloxy)ethyl)phenoxy)dimethylsilane 

Downstream Products

• 96013-75-1 2-(4{[tert-butyl(dimethyl)silyl]oxy}phenyl)ethanol 

Relevant articles and documents

A deprotection procedure using SO3H silica gel to remove non-silyl protecting groups

Protecting groups are indispensable in organic synthesis and there is a great need for a variety of deprotection methods. Here, we investigated the scope of the application of a deprotection procedure using SO3H silica gel, which we have previously reported as a desilylation procedure. Under these conditions, -OMOM, -OSEM, -OTHP, and -OAc groups and dimethyl acetal were cleaved. Pivaloyloxy, benzyloxy and methoxy carbonyl groups remained intact and selective deprotection of TBS groups in the presence of other protecting groups was accomplished. We succeeded in cleaving an acetyl group on a secondary alcohol in a highly polar nortropine derivative. Our findings here provide another deprotection option and would be helpful in the synthesis of multifunctional compounds.

ZrCl4 as a mild and efficient catalyst for the one-pot conversion of TBS and THP ethers to acetates

A mild, efficient and chemoselective method has been developed for the direct transformation of tert-butyldimethylsilyl and tetrahydropyranyl protected alcohols into the corresponding acetates with acetic anhydride and zirconium(IV) chloride as the catalyst in acetonitrile, in a one-pot reaction with high yields and short reaction times. This method has been applied to a variety of substrates.