Studies in the Steroid group. Part LXXVII. Derivatives of 22,23-di-hydroneoergosterol (3β-hydroxy-19-norergosta-5,7,9-triene)

Abstract

Careful oxidation of 22,23-dihydroneoergosterol gives a 3-ketone and a 3,4-seco-diacid. The ketone's properties are those expected of a substituted β-tetralone: for example, bromination leads to a naphthol system. The 3β-hydroxyl group of dihydroneoergosterol is easily removed by hydrogenolysis. Oxidation of dihydroneoergosteryl acetate affords an 11-keto-derivative.