Sodium borohydride → HCID 86745709, compound

Participants

Reaction Steps

(1S,2R,3R,5S)-7(E)-(4-Carbomethoxybutylidene)-2-[4(RS)-fluoro-3-oxo-octyl]-3-tetrahydropyranyloxybicyclo[ 3.3.0]octane (11) (0.197 g) was dissolved in methanol, to which a sodium borohydride (0.017 g) was added at 0° C. The mixture was stirred for 30 minutes and treated as a usual work-up. A crude product obtained was chromatographed (hexane/ethyl acetate=3/1) to give (1S,2R,3R,5S)-7(E)-(4-carbomethoxybutylidene)-2-[4(RS)-fluoro-3(RS)-hydroxy-octyl]-3-tetrahydropyranyloxybicyclo[3.3.0]octane (12). Yield: 0.185 g (93%)

Provenance & Evidence