258351-75-6

Basic information

• Product Name: tert-butyl (4R)-4-((1E)-4,4-dimethyl-3,3-diphenyl-3-silapent-1-enyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate
• Synonyms: tert-butyl (4R)-4-((1E)-4,4-dimethyl-3,3-diphenyl-3-silapent-1-enyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate
• CAS NO: 258351-75-6
• Molecular Weight: 465.708
• Mol File: 258351-75-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: tert-butyl (4R)-4-((1E)-4,4-dimethyl-3,3-diphenyl-3-silapent-1-enyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl (4R)-4-((1E)-4,4-dimethyl-3,3-diphenyl-3-silapent-1-enyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate(258351-75-6)
• EPA Substance Registry System: tert-butyl (4R)-4-((1E)-4,4-dimethyl-3,3-diphenyl-3-silapent-1-enyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate(258351-75-6)

Safety Data

• Hazardous Substances Data: 258351-75-6(Hazardous Substances Data)

Upstream product

• 162107-48-4 tert-butyl (R)-4-ethynyl-2,2-dimethyloxazolidine-3-carboxylate 

Downstream Products

• 258351-79-0 2-tert-butoxycarbonylamino-4-(tert-butyl-diphenyl-silanyl)-butyric acid 
• 258351-77-8 N-[(1R)-1-(4,4-dimethyl-3,3-diphenyl-3-silapentyl)-2-hydroxyethyl](tert-butoxy)carboxamide 
• 258351-76-7 tert-butyl (4R)-4-(4,4-dimethyl-3,3-diphenyl-3-silapentyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate 

Relevant articles and documents

Silylcupration of (R)-2,2-dimethyl-3-(tert-butoxycarbonyl)-4- ethynyloxazolidine: A stereoselective approach to the synthesis of γ- silylated saturated and unsaturated α-amino acids

Enantioselective synthesis of γ-silylated amino acids is reported, using a four-step procedure based on the silylcupration of ethynyloxazolidine 2. Silylcuprates 6a-c are highlighted as useful reagents to be employed with enantiomerically enriched substrates. Vinylsilanes 5 are easily prepared and highlighted as useful intermediates to yield the final compounds after reduction, opening of the oxazolidine ring, and oxidation. Moreover, β,γ- unsaturated amino acids are obtained as very interesting vinylglycine derivatives. The capability of silicon-containing amino acids to be incorporated into dipeptides is also shown.