abstract |
Method for S is an estrane or androstane residue. Hormones and hormone intermediates. Me2SO(177 ml.), NaH (2.88 g. 50% in oil), and Me3SOI (13.25 g.), were stirred at 20 deg. until H2 evoln. ceased, DELTA15-5 alpha-androstene-3beta-ol-17-one (14.42 g.) added, stirred 3 h., pptd. with ice-water, dried, and the residue (15.4 g.) in PhH filtered through 20 wts. SiO2, evapd., and recryst. from Pr2iO-Me2CO, giving 15, 16beta-methylene-5alpha-androstane-3beta-ol-17-one (10.5 g.), m.p. 231-3 deg. |