277754-82-2

Basic information

• Product Name: (2R,4'S)-4-methylthio-2-(2'-oxo-4'-phenyloxazolidin-3'yl)butanenitrile
• Synonyms: (2R,4'S)-4-methylthio-2-(2'-oxo-4'-phenyloxazolidin-3'yl)butanenitrile
• CAS NO: 277754-82-2
• Molecular Weight: 276.359
• Mol File: 277754-82-2.mol

Chemical Properties

• CAS DataBase Reference: (2R,4'S)-4-methylthio-2-(2'-oxo-4'-phenyloxazolidin-3'yl)butanenitrile(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,4'S)-4-methylthio-2-(2'-oxo-4'-phenyloxazolidin-3'yl)butanenitrile(277754-82-2)
• EPA Substance Registry System: (2R,4'S)-4-methylthio-2-(2'-oxo-4'-phenyloxazolidin-3'yl)butanenitrile(277754-82-2)

Safety Data

• Hazardous Substances Data: 277754-82-2(Hazardous Substances Data)

Upstream product

• 32315-10-9 bis(trichloromethyl) carbonate 

Downstream Products

• 63-68-3 L-methionine 
• 197644-33-0 (2S,4'S)-4-methylthio-2-(2'-oxo-4'-phenyloxazolidin-3'-yl)butanoic acid 

Relevant articles and documents

Synthesis of highly enantio-enriched α-amino acids by carboxylation of N-(α-lithioalkyl)oxazolidinones

N-(α-Stannylalkyl)oxazolidinones can be obtained as a mixture of diastereomers in three steps from aldehydes with yields dependent on the R group of R-CHO. They can be transformed by a tin-lithium exchange to N-(α- lithioalkyl)oxazolidinones which equilibrate rapidly to one diastereomer. These compounds give rise, after carboxylation, to the diastereopure N-(α- carboxyalkyl)oxazolidinones. Transformation of the oxazolidinone moiety to a free amino group is accomplished by a Birch-type reduction. Using this method, L-methionine, L-alanine, L-leucine and L-homocysteine were obtained in good yields and ee = 92% to 95%. The short time required for the whole sequence makes this method ideal for synthesising 1-[11C]amino acids.