3alpha-Hydroxy-17beta(3'-morpholinopropoxycarbonyl)-5alpha-androstan-11-one → 17beta(3'-Morpholinopropoxycarbonyl)-5alpha-androstan-3,11-dione

Participants

Reaction Steps

Jones reagent (0.4 ml.) was added to a solution of 3α-hydroxy-17β(3'-morpholinopropoxycarbonyl)-5α-androstan-11-one (325 mg.) in acetone (5 ml.). After stirring (20 min.) the reaction mixture was diluted with chloroform and washed with aqueous 10% sodium bicarbonate and water. The chloroform solution was dried, filtered and evaporated to give a gum (238 mg.) which, after purification by preparative thick layer chromatography, afforded the pure title compound; νmax.CHBr3 1703 (-C=O) and 1720 cm-1 (-COOR), (-OH absent).

Provenance & Evidence