Selenium Dioxide → HCID 15550209, compound

Participants

Reaction Steps

A solution of ethyl (S)-{3-{[2-(4,5-diphenyloxazol-2-yl)-2-cyclohexen-1-yl]methyl}phenoxy}acetate (380 mg) (prepared by a method described in WO 95/17393) and selenium dioxide (SeO2) (170 mg) in dichloromethane (230 ml) was refluxed for 2 hours under stirring. The mixture was filtered and the filtrate was evaporated. The residue was purified by chromatography on silica gel to give ethyl {3-{[2-(4,5-diphenyloxazole-2-yl)-1-hydroxy-2-cyclohexen-1-yl]-methyl}phenoxy}acetate (60 mg) as a first fraction and ethyl {3-{[(1S)-2-(4,5-diphenyloxazol-2-yl)-4-hydroxy-2-cyclohexen-1-yl]methyl}phenoxy}acetate (80 mg) as a second fraction.

Provenance & Evidence