142635-27-6

Basic information

• Product Name: (4R,5S)-4-methyl-5-phenyl-3-<(R)-p-tolylsulfinyl>-2-isoxazolidinone
• Synonyms: (4R,5S)-4-methyl-5-phenyl-3-<(R)-p-tolylsulfinyl>-2-isoxazolidinone
• CAS NO: 142635-27-6
• Molecular Weight: 315.393
• Mol File: 142635-27-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (4R,5S)-4-methyl-5-phenyl-3-<(R)-p-tolylsulfinyl>-2-isoxazolidinone(CAS DataBase Reference)
• NIST Chemistry Reference: (4R,5S)-4-methyl-5-phenyl-3-<(R)-p-tolylsulfinyl>-2-isoxazolidinone(142635-27-6)
• EPA Substance Registry System: (4R,5S)-4-methyl-5-phenyl-3-<(R)-p-tolylsulfinyl>-2-isoxazolidinone(142635-27-6)

Safety Data

• Hazardous Substances Data: 142635-27-6(Hazardous Substances Data)

Upstream product

• 10439-23-3 4-methylbenzenesulfinyl chloride 
• 77943-39-6 4-methyl-5-phenyloxazolidin-2-one 

Downstream Products

• 58059-08-8 tert-butyl (R)-p-toluenesulfinylacetate 
• 915782-48-8 2-(3-benzyloxy-propyl)-2-[4-(toluene-4-sulfinyl)-but-3-ynyl]-[1,3]dioxolane 
• 477807-74-2 2-propyl-2-(4-(S_S)-p-tolylsulfinyl-but-3-ynyl)-[1,3]dioxolane 
• 59203-03-1 (R)-isopropyl p-toluenesulfinate 

Relevant articles and documents

Stereoselective Reactions of Lithio-vinylsulfoxides with Aldehydes

A series of homochiral vinyl sulfoxides-synthesised by treating vinyl Grignard reagents with homochiral menthyl toluene-p-sulfinate or sulfinyl oxazolidinones 8a and 9a- were deprotonated with LDS and allowed to react with acetaldehyde, isobutyraldehyde, and trimethylacetaldehyde to give β-hydroxy sulfoxides with moderate diastereoselectivity.The sulfoxide 1 gave the best selectivity with the larger aldehydes.The same diastereoselectivity, within experimental error, is observed in the reactions with trimethylacetaldehyde of both E-1 and Z-1 giving 85:15 and 84:16 mixtures of 2c and 3c respectively; evidently, the geometry of the vinyl group does not affect the selectivity.