Syntheses and Steric Hindrances in 13β-Isopropylgonanes

Abstract

Dl-18,18-Dimethylestradiol 3-methyl ether, dl-18, 18-dimethyl-19- nortestosterone and their derivatives were synthesized starting from 1-vinyl-6-methoxy-1-tetralol and 2-isopropyl-1, 3-crclopentanedione. The steric effect of the 13-isopropyl group over 17-position was observed in every kind of reactions in this series. Both II and dl-17[alpha]-ethyl-18,18-dimethyl-19-nortestosterone showed almost no anabolic and androgenic activity.