147383-77-5

Basic information

• Product Name: (S)-2-(2,4-Difluoro-phenyl)-2-((S)-1-methylsulfanyl-ethyl)-oxirane
• Synonyms: (S)-2-(2,4-Difluoro-phenyl)-2-((S)-1-methylsulfanyl-ethyl)-oxirane
• CAS NO: 147383-77-5
• Molecular Weight: 230.278
• Mol File: 147383-77-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (S)-2-(2,4-Difluoro-phenyl)-2-((S)-1-methylsulfanyl-ethyl)-oxirane(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-(2,4-Difluoro-phenyl)-2-((S)-1-methylsulfanyl-ethyl)-oxirane(147383-77-5)
• EPA Substance Registry System: (S)-2-(2,4-Difluoro-phenyl)-2-((S)-1-methylsulfanyl-ethyl)-oxirane(147383-77-5)

Safety Data

• Hazardous Substances Data: 147383-77-5(Hazardous Substances Data)

Upstream product

• 182699-17-8 (2R,3R)-2-(2,4-difluorophenyl)-2-hydroxymethyl-3-methyloxirane 
• 182699-16-7 (2R,3S)-2-(2,4-Difluoro-phenyl)-3-methylsulfanyl-butane-1,2-diol 
• 173787-23-0 (E)-2-(2,4-difluorophenyl)-2-buten-1-ol 

Downstream Products

• 86404-63-9 1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone 
• 134779-41-2 (2R,3R)-2-(2,4-difluorophenyl)-3-(methylsulfonyl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol 
• 182699-15-6 (2R,3S)-2-(2,4-Difluoro-phenyl)-3-methanesulfonyl-1-[1,2,4]triazol-1-yl-butan-2-ol 
• 182699-19-0 (2R,3S)-2-(2,4-Difluoro-phenyl)-3-methylsulfanyl-1-[1,2,4]triazol-1-yl-butan-2-ol 

Relevant articles and documents

Asymmetric synthesis of SM-9164, a biologically active enantiomer of antifungal agent SM-8668

SM-9164, a biologically active enantiomer of antifungal agent SM-8668, was prepared by asymmetric synthesis in 10 steps in 13% overall yield from commercially available 2-chloro-1-(2,4-difluorophenyl)ethanone. The crucial steps were Katsuki-Sharpless asymmetric epoxidation of the (E)-allylic alcohol and epimerization of the erythro-sulfone to the desired threo-isomer under basic conditions.