246872-14-0

Basic information

• Product Name: methyl [3,4-bis(tert-butyldimethylsilyloxy)phenyl]acetate
• Synonyms: methyl [3,4-bis(tert-butyldimethylsilyloxy)phenyl]acetate
• CAS NO: 246872-14-0
• Molecular Weight: 410.701
• Mol File: 246872-14-0.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: methyl [3,4-bis(tert-butyldimethylsilyloxy)phenyl]acetate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl [3,4-bis(tert-butyldimethylsilyloxy)phenyl]acetate(246872-14-0)
• EPA Substance Registry System: methyl [3,4-bis(tert-butyldimethylsilyloxy)phenyl]acetate(246872-14-0)

Safety Data

• Hazardous Substances Data: 246872-14-0(Hazardous Substances Data)

Upstream product

• 102-32-9 3,4-dihydroxyphenylacetate 
• 25379-88-8 2-(3,4-dihydroxyphenyl)acetic acid methyl ester 
• 18162-48-6 tert-butyldimethylsilyl chloride 

Downstream Products

• 106972-94-5 calceolarioside B 
• 250740-76-2 2-[3,4-bis(tert-butyldimethylsilyloxy)phenyl]ethyl 2-O-phenoxyacetyl-3-O-(2,3,4-tri-O-phenoxyacetyl-α-L-rhamnopyranosyl)-β-D-glucopyranose 
• 250740-74-0 2-[3,4-bis(tert-butyldimethylsilyloxy)phenyl]ethyl 2-O-acetyl-4,6-O-benzylidene-3-O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-β-D-glucopyranose 
• 250740-63-7 2-[3,4-bis(tert-butyldimethylsilyloxy)phenyl]ethyl 2-O-acetyl-4,6-O-benzylidene-3-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-β-D-glucopyranose 
• 250740-65-9 2-[3,4-bis(tert-butyldimethylsilyloxy)phenyl]ethyl 4,6-O-benzylidene-3-O-(α-L-rhamnopyranosyl)-β-D-glucopyranose 
• 246872-15-1 2-[3,4-bis(tert-butyldimethylsilyloxy)phenyl]ethanol 

Relevant articles and documents

NHC catalyzed enantioselective Coates-Claisen rearrangement: A rapid access to the dihydropyran core for oleuropein based secoiridoids

We present the short synthesis of the suitably functionalized enantioselective dihydropyran core of secoiridoids using an N-heterocyclic carbene (NHC) catalyzed Coates-Claisen rearrangement mechanism. The key steps of the synthesis are (i) the highly enantioselective NHC catalyzed Coates-Claisen rearrangement for the dihydropyran core, (ii) the assembly of the target dihydropyran core structure of oleuropein from a highly diastereoselective exocyclic trans alkene, and (iii) the highly stereoselective assembly of a monoterpene elenolide core structure.

Preparation of primary amines by the alkylation of O-sulfonyloximes of benzophenone derivatives with Grignard reagents

Primary amines are prepared by the electrophilic amination of Grignard reagents with benzophenone O-sulfonyloxime derivatives. 4,4'- Bis(trifluoromethyl)benzophenone O-sulfonyloximes react with alkyl Grignard reagents in the presence of a catalytic amount of CuCN in tetrahydrofuran- hexamethylphosphoric triamide to give N-alkylimines, which are readily hydrolyzed to primary amines. 3,3',5,5'-Tetrakis(trifluoromethyl)benzophenone O-p-tolylsulfonyloxime is arylated to the corresponding N-arylimines with aryl Grignard reagents in ether-toluene, and hydrolysis of the resulting imines gives aniline derivatives.