| abstract |
A process for the preparation of 14, 15-methylene derivatives of the Oestranreihe of the general part formulas A and B is described, in which R represents a hydroxy, acetoxy or alkyl or Arylaminogruppe, Z for H or lower alkyl and RZ for O stands. The compounds are novel and of therapeutic importance, they are characterized in particular by strong fertilitaetshemmende effects. The process is based on 14, 15 unsalted 17Alpha- and 17Beta-hydroxy derivatives of the Oestranreihe, which may optionally contain 17-alkyl substituents, with methylene to the 14Alpha, 15Alpha-methylene-17Alpha-ols and the 14Beta, 15Beta-methylene -17Beta-olene be implemented. The isomeric secondary 14, 15-methylene-17-ols are acetylated in the 17-position or converted into 17-alkyl or arylaminocarbonyl compounds and oxidized to 17-ketones, which with complex metal hydrides to 14Alpha, 15Alpha-methylene-17Alpha- and 17beta-olene and 14beta, 15beta-methylene-17beta and 17alpha-ols, respectively. Formulas A and B |