Water → HCID 86759518, compound

Participants

Reaction Steps

2.2 g of 11β-fluoro-[9-(4,4,5,5,5-pentafluoropentylthio)-nonyl]-3-(tetrahydropyran-2-yloxy)-estra-1,3,5(10)-triene-17-one in a mixture of 45 ml of methanol, 7 ml of tetrahydrofuran and 4.5 ml of water is mixed in portions with 450 mg of sodium borohydride at 0° C. After 45 minutes, it is diluted with ethyl acetate, washed with water, dried and concentrated by evaporation. Chromatography of the crude product on silica gel with a hexane-ethyl acetate gradient yields 1.8 g of 11β-fluoro-[9-(4,4,5,5,5-pentafluoropentylthio)-nonyl]-3-(tetrahydropyran-2-yloxy)-estra-1,3,5(10)-trien-17β-ol as an oil.

Provenance & Evidence