442521-11-1

Basic information

• Product Name: {(1S,2R,4S)-5-(4-Bromo-phenyl)-4-[dimethyl-(1,1,2-trimethyl-propyl)-silanyl]-2-methyl-3-oxo-1-phenyl-pentyl}-carbamic acid tert-butyl ester
• Synonyms: {(1S,2R,4S)-5-(4-Bromo-phenyl)-4-[dimethyl-(1,1,2-trimethyl-propyl)-silanyl]-2-methyl-3-oxo-1-phenyl-pentyl}-carbamic acid tert-butyl ester
• CAS NO: 442521-11-1
• Molecular Weight: 588.701
• Mol File: 442521-11-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: {(1S,2R,4S)-5-(4-Bromo-phenyl)-4-[dimethyl-(1,1,2-trimethyl-propyl)-silanyl]-2-methyl-3-oxo-1-phenyl-pentyl}-carbamic acid tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: {(1S,2R,4S)-5-(4-Bromo-phenyl)-4-[dimethyl-(1,1,2-trimethyl-propyl)-silanyl]-2-methyl-3-oxo-1-phenyl-pentyl}-carbamic acid tert-butyl ester(442521-11-1)
• EPA Substance Registry System: {(1S,2R,4S)-5-(4-Bromo-phenyl)-4-[dimethyl-(1,1,2-trimethyl-propyl)-silanyl]-2-methyl-3-oxo-1-phenyl-pentyl}-carbamic acid tert-butyl ester(442521-11-1)

Safety Data

• Hazardous Substances Data: 442521-11-1(Hazardous Substances Data)

Upstream product

• 271600-36-3 N-[phenyl(toluene-4-sulfonyl)methyl]tert-butoxycarboxyamide 
• 150884-50-7 benzaldehyde N-boc imine 
• 178424-98-1 (+)-(Z)-1-{(1S)-2-(4-bromophenyl)-1-[1,1-dimethyl-1-(1,1,2-trimethylpropyl)silyl]ethyl}-1-propenyl (1,1,1-trimethylsilyl) ether 

Relevant articles and documents

Asymmetric mannich reactions with α-silylated trimethylsilyl enol ethers and N-alkoxycarbonyl imines

The Mannich reaction of enantiomerically pure α-dimethylthexylsilylated trimethylsilyl enol ether (Z,S)-2 with titanium complexes of N-alkoxycarbonyl imines afforded α′-silylated αβ-disubstituted β-amino ketones (S,R,S)-4a-e in good to excellent yields (70-92percent) and diastereomeric excesses (de ≥ 96percent). Removal of the directing silyl group gave N-protected and anti-configured β-amino ketones (R,S)-5a-e in excellent yields (90-95percent) and stereoselectivities (de, ee ≥ 96percent- > 98percent).