abstract |
It describes the preparation of 16a, 17a-cyclohexano-17b-acetyl-gonen-3-ones of the general formulas I and II, which have a high gestagene activity. In their preparation is based on 16a, 17a-cyclohexano-3-methoxy-17b- (2-hydroxyethyl) -gona-2,5 (10) serve the general formula III, which by enol ether cleavage with acid in aqueous acetone solution and by subsequent oxidation with Jones reagent in acetone in 16a, 17a-cyclohexano-17b-acetyl-gon-5 (10) -en-3-one of the general formula I be converted and by bromination-dehydrobromination with pyridine hydrobromide in pyridine in 16a, 17a -Cyclohexano-17b-acetyl-gona-4,9-dien-3-one of general formula II can be converted. The order of the last two reaction steps is reversible. |