Synthesis of C-5'-alkyl substituted 17-spirofuran 19-norsteroids

Steroids. 2001 Jul;66(7):569-79. doi: 10.1016/s0039-128x(00)00222-1.

Abstract

A number of new steroidal 17-spirofuran derivatives of the 19-nor series containing Me, Et or (i)Pr-substituents in the heterocyclic moiety has been prepared, which are expected to have a strong progestagenic activity. The proposed approach made use of the 1-3-dipolar cycloaddition of low-molecular nitrile oxides with steroidal acetylenic alcohols followed by transformation of the isoxazole side chain.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Furans / chemical synthesis
  • Humans
  • Norsteroids / chemical synthesis*
  • Progesterone / analogs & derivatives
  • Spiro Compounds / chemical synthesis
  • Structure-Activity Relationship

Substances

  • Furans
  • Norsteroids
  • Spiro Compounds
  • Progesterone