1258406-85-7

Basic information

• Product Name: (2S,5R)-2-(2-chlorophenyl)-5-phenyl-3-tosyloxazolidin-4-one
• Synonyms: (2S,5R)-2-(2-chlorophenyl)-5-phenyl-3-tosyloxazolidin-4-one
• CAS NO: 1258406-85-7
• Molecular Weight: 427.908
• Mol File: 1258406-85-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (2S,5R)-2-(2-chlorophenyl)-5-phenyl-3-tosyloxazolidin-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,5R)-2-(2-chlorophenyl)-5-phenyl-3-tosyloxazolidin-4-one(1258406-85-7)
• EPA Substance Registry System: (2S,5R)-2-(2-chlorophenyl)-5-phenyl-3-tosyloxazolidin-4-one(1258406-85-7)

Safety Data

• Hazardous Substances Data: 1258406-85-7(Hazardous Substances Data)

Upstream product

• 135822-90-1 N-[(E)-2-chlorophenylmethylidene]-4-methylbenzenesulfonamide 
• 103-82-2 phenylacetic acid 
• 1555-80-2 phenylacetic anhydride 
• 1258406-55-1 3-(2-chlorophenyl)-2-tosyl-1,2-oxaziridine 
• 103-80-0 phenylacetyl chloride 

Downstream Products

• 16355-00-3 (R)-1-phenyl-1,2-ethanediol 

Relevant articles and documents

Asymmetric Isothiourea-Catalysed Formal [3+2] Cycloadditions of Ammonium Enolates with Oxaziridines

A highly enantioselective Lewis base-catalysed formal [3+2] cycloaddition of ammonium enolates and oxaziridines to give stereodefined oxazolidin-4-ones in high yield is described. Employing an enantioenriched oxaziridine in this process leads to a matched/mis-matched effect with the isothiourea catalyst and allowed the synthesis of either syn- or anti-stereodefined oxazolidin-4-ones in high d.r., yield and ee. Additionally, the oxazolidin-4-one products have been derivatised to afford functionalised enantioenriched building blocks.

Formal [3+2]-cycloaddition of ketenes and oxaziridines catalyzed by chiral lewis bases: Enantioselective synthesis of oxazolin-4-ones

Choose the right cat.: A highly enantioselective synthesis of oxazolin-4-ones by the formal [3+2]-cycloaddition of ketenes and a racemic oxaziridines has been developed (see scheme; cat.=N-heterocyclic carbenes for disubstituted ketenes or cinchona alkaloids for monosubstituted ketenes, Ts=4-toluenesulfonyl).