Sodium borohydride → 11beta-Fluoro-7alpha-(5-pyrrolidin-1-yl-pentyl)-estra-1,3,5(10)-triene-3,17beta-diol

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Reaction Steps

324 mg of 11β-fluoro-3-hydroxy-7α-(5-pyrrolidin-1-yl-pentyl)-estra-1,3,5(10)-trien-17-one is dissolved in 10 ml of methanol and mixed with 63 mg of sodium borohydride. After 1.5 hours of stirring at room temperature, the batch is added to semi-saturated common salt solution, extracted 3 times with methylene chloride, dried on magnesium sulfate and concentrated by evaporation in a vacuum. After the crude product is chromatographed on silica gel with a methylene chloride-methanol gradient, 192 mg of 11β-fluoro-7α-(5-pyrrolidin-1-yl)-pentyl)-estra-1,3,5(10)-triene-3,17β-diol with a melting point of 95-118° C. is obtained.

Provenance & Evidence