Novel ecdysteroid analogs with oxygen-containing heterocycles in the steroid skeleton |
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| Authors: | V. N. Odinokov I. V. Galyautdinov A. Sh. Ibragimova N. A. Veskina L. M. Khalilov F. M. Dolgushin Z. A. Starikova |
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| Affiliation: | (1) Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, Ufa, 450075, Russia;(2) A. N. Nesmeyanov Institute for Organoelemental Compounds, Russian Academy of Sciences, Moscow, 119991, Russia |
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| 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. Dedicated to Academician B. A. Trofimov in his 70th jubilee. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1339–1355, September, 2008. |
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| Keywords: | acetonides 20-hydroxyecdysone liquid ammonia lithium oxa analogs ecdysteroids synthesis |
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