NOVEL ECDYSTEROID ANALOGS WITH OXYGEN-CONTAINING HETEROCYCLES IN THE STEROID SKELETON

Authors

  • В. Н. Одиноков Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, Ufa 450075
  • И. В. Галяутдинов Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, Ufa 450075
  • А. Ш. Ибрагимова Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, Ufa 450075
  • Н. А. Веськина Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, Ufa 450075
  • Л. М. Халилов Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, Ufa 450075
  • Ф. М. Долгушин A. N. Nesmeyanov Institute for Organoelemental Compounds, Russian Academy of Sciences, Moscow 119991
  • З. А. Старикова A. N. Nesmeyanov Institute for Organoelemental Compounds, Russian Academy of Sciences, Moscow 119991

DOI:

https://doi.org/10.1007/7198

Keywords:

acetonides, 20-hydroxyecdysone, liquid ammonia, lithium, oxa analogs, ecdysteroids, synthesis

Abstract

The reaction of ecdysteroids (20-hydroxyecdysone and  its acetonides) with lithium in liquid ammonia gave novel analogs with an oxetane 9α,14α-oxacycle in the steroid skeleton. In aqueous alcohol solution the 9,14-oxa analogs rearrange to the more stable 9α,13α−oxa analogs through a 1,2-migration of the 18-Me group from the C-13 to the C-14 atom.

How to Cite
Odinokov, V. N.; Galyautdinov, I. V.; Ibragimova, A. Sh.; Veskina, N. A.; Khalilov, L. M.; Dolgushin, F. M.; Starikova, Z. A.  Chem. Heterocycl. Compd. 2008, 44, 1077. [Khim. Geterotsikl. Soedin. 2008, 1339.]

For this article in the English edition see DOI 10.1007/s10593-008-0157-7


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Published

2022-11-24

Issue

No. 9 (2008)

Section

Original Papers