182699-20-3Relevant articles and documents
Asymmetric synthesis of SM-9164, a biologically active enantiomer of antifungal agent SM-8668
Miyauchi, Hiroshi,Nakamura, Toshio,Ohashi, Naohito
, p. 2625 - 2632 (2007/10/03)
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.