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

Vladimir A. Khripach*, Vladimir N. Zhabinskii, Dmitrii N. Tsavlovskii, Olga A. Drachenova, Galina V. Ivanova, Olga V. Konstantinova, Margarita I. Zavadskaya, Alexander S. Lyakhov, Alla A. Govorova, Marinus B. Groen, Aede De Groot

*Corresponding author for this work

Research output: Contribution to journalArticleScientificpeer-review

5 Citations (Scopus)

Abstract

A number of new steroidal 17-spirofuran derivatives of the 19-nor series containing Me, Et or iPr-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.

Original languageEnglish
Pages (from-to)569-579
Number of pages11
JournalSTEROIDS
Volume66
Issue number7
DOIs
Publication statusPublished - 1 Jul 2001
MoE publication typeA1 Journal article-refereed

Keywords

  • 1,3-Dipolar cycloaddition
  • 19-Norsteroids
  • Acetylenic alcohols
  • Nitrile oxides
  • Spirofurans

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