155486-93-4

Basic information

• Product Name: (1S,2R)-1-phenyl-2-<(R)-p-tolylsulfinyl>-3-(trimethylsilyl)-1-propanol
• Synonyms: (1S,2R)-1-phenyl-2-<(R)-p-tolylsulfinyl>-3-(trimethylsilyl)-1-propanol
• CAS NO: 155486-93-4
• Molecular Weight: 346.566
• Mol File: 155486-93-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (1S,2R)-1-phenyl-2-<(R)-p-tolylsulfinyl>-3-(trimethylsilyl)-1-propanol(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2R)-1-phenyl-2-<(R)-p-tolylsulfinyl>-3-(trimethylsilyl)-1-propanol(155486-93-4)
• EPA Substance Registry System: (1S,2R)-1-phenyl-2-<(R)-p-tolylsulfinyl>-3-(trimethylsilyl)-1-propanol(155486-93-4)

Safety Data

• Hazardous Substances Data: 155486-93-4(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 153123-09-2 (R_S)-p-Tolyl β-(trimethylsilyl)ethyl sulfoxide 
• 93-89-0 benzoic acid ethyl ester 
• 1519-39-7 (R)-methyl p-tolyl sulfoxide 

Downstream Products

• 104713-12-4 (R)-1-phenylprop-2-en-1-ol 

Relevant articles and documents

Asymmetric reduction of α-(trimethylsilyl)methyl-β-ketosulfoxide with DIBAL under basic conditions

The reaction of the α-carbanion of p-tolyl 2-(trimethylsilyl)ethyl sulfoxide with esters followed by reduction with DIBAL gave α-(trimethylsilyl)methyl-β-hydroxysulfoxides with high stereoselectivity. The stereoselective reaction was demonstrated to proceed through a dynamic kinetic resolution pathway via a six-membered cyclic transition state involving Si-O interaction. These reactions provide a convenient route for the synthesis of optically pure allylic alcohols.