142184-57-4

Basic information

• Product Name: (2R,3R,R_S)-3-(p-tolylsulfinyl)butan-2-ol
• CAS NO: 142184-57-4
• Molecular Weight: 212.313
• Mol File: 142184-57-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (2R,3R,R_S)-3-(p-tolylsulfinyl)butan-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3R,R_S)-3-(p-tolylsulfinyl)butan-2-ol(142184-57-4)
• EPA Substance Registry System: (2R,3R,R_S)-3-(p-tolylsulfinyl)butan-2-ol(142184-57-4)

Safety Data

• Hazardous Substances Data: 142184-57-4(Hazardous Substances Data)

Upstream product

• 1519-40-0 (+)-(R)-ethyl p-tolyl sulfoxide 
• 141-78-6 ethyl acetate 
• 66536-78-5 (+)-(R)-1-(p-tolylsulfinyl)-2-propanone 
• 1519-39-7 (R)-methyl p-tolyl sulfoxide 
• 61783-68-4 (R_S)-3-<(4-methylphenyl)sulfinyl>butan-2-one 

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.