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Mendeleev Communications, 2010, Volume 20, Issue 5, Pages 293–295
DOI: https://doi.org/10.1016/j.mencom.2010.09.019
(Mi mendc3071)
 

This article is cited in 7 scientific papers (total in 7 papers)

Transformation of 9α,14α-epoxy-14-deoxy-20-hydroxyecdysone diacetonide into 25-hydroxydachryhainansterone

N. A. Veskina, A. Sh. Ibragimova, I. V. Galyautdinov, L. M. Khalilov, V. N. Odinokov

Institute of Petrochemistry and Catalysis, Ufa Federal Research Centre of the Russian Academy of Sciences, Ufa, Russian Federation
Abstract: 9α,14α-Epoxy-14-deoxy-20-hydroxyecdysone diacetonide on treatment with NaBH4 undergoes reduction of 6-keto group and cleavage of allylic oxetane ring, the 6-keto reduction is accompanied by β→α epimerization of the adjacent HC5 centre. Subsequent re-oxidation of the 6-CHOH fragment into ketone with pyridinium chlorochromate and acidic deprotection affords 25-hydroxydachryhainansterone possessing β-HC5 configuration due to the re-epimerisation at this centre.
Keywords: ecdysteroids, oxetane cycle, 7,9-dien systeme, 25-hydroxydachryhainansterone.
Bibliographic databases:
Document Type: Article
Language: English
Supplementary materials:
Supplementary_data_1.pdf (103.8 Kb)


Citation: N. A. Veskina, A. Sh. Ibragimova, I. V. Galyautdinov, L. M. Khalilov, V. N. Odinokov, “Transformation of 9α,14α-epoxy-14-deoxy-20-hydroxyecdysone diacetonide into 25-hydroxydachryhainansterone”, Mendeleev Commun., 20:5 (2010), 293–295
Linking options:
  • https://www.mathnet.ru/eng/mendc3071
  • https://www.mathnet.ru/eng/mendc/v20/i5/p293
  • This publication is cited in the following 7 articles:
    Citing articles in Google Scholar: Russian citations, English citations
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