Synthesis of 3 alpha,7 alpha-dihydroxy-5 beta-androstan-17-one.
A short and efficient method for the stereospecific synthesis of 3 alpha,7 alpha-dihydroxy-5 beta-androstan-17-one was accomplished from the readily available 4-androstene-3,17-dione. Key steps are the stereospecific and selective epoxidation of 4,6-androstadiene-3,17-dione, followed by hydrogenations with carefully selected reagents, solvents and reaction conditions.
D000735:Androstenedione; D004852:Epoxy Compounds / Q000138:chemical synthesis; D005043:Etiocholanolone / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D006900:Hydroxylation; D007202:Indicators and Reagents; D010084:Oxidation-Reduction; D013237:Stereoisomerism
D004852:Epoxy Compounds; D007202:Indicators and Reagents; C024688:3,7-dihydroxyandrostan-17-one; D000735:Androstenedione; D005043:Etiocholanolone