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Synthesis of New 15-Ketosterol Analogues from Ergosterol

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Abstract

Ergosteryl acetate was converted through three stages into 3β-acetoxy-24-methyl-5α-cholesta-8(14),22-diene-15-one in 32% overall yield. The product was transformed to 3β-hydroxy-24-methyl-5α-cholesta-8(14),22-diene-15-one, 3α-hydroxy-24-methyl-5α-cholesta-8(14),22-diene-15-one, and 24-methyl-5α-cholesta-8(14),22-diene-3,15-dione. The compounds were characterized by 1H and 13C NMR spectra.

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Authors and Affiliations

  1. Orekhovich Institute of Biomedical Chemistry, Russian Academy of Medical Sciences, Pogodinskaya ul. 10, Moscow, 119992, Russia

    A. Yu. Misharin

  2. Engelhardt Institute of Molecular Biology, Russian Academy of Sciences, ul. Vavilova 32, GSP, Moscow, 117984, Russia

    V. P. Timofeev

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  1. A. Yu. Misharin
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  2. V. P. Timofeev
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Correspondence to A. Yu. Misharin.

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Misharin, A.Y., Timofeev, V.P. Synthesis of New 15-Ketosterol Analogues from Ergosterol. Russian Journal of Bioorganic Chemistry 30, 75–79 (2004). https://doi.org/10.1023/B:RUBI.0000015777.32627.7f

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  • DOI: https://doi.org/10.1023/B:RUBI.0000015777.32627.7f

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