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Oxidation of ergosterol acetate with chromic anhydride

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Summary

  1. 1.

    The conditions for the oxidation of ergosterol acetate with chromic anhydride have been studied, and it has been shown that the yield of the 3β-acetoxy-5α-hydroxyergosta-7,22-dien-6-one (Burawoy's ketone) so obtained is a maximum when oxidation is performed in ether.

  2. 2.

    On the basis of the results obtained, a multistage mechanism for the oxidation of ergosterol acetate is suggested.

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Authors
  1. E. V. Yablonskaya
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  2. G. M. Segal'
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Additional information

M. M. Shemyakin Institute of the Chemistry of Natural Compounds, Academy of Sciences of the USSR. All-Union Scientific-Research Biotechnical Institute of Glavmikrobioprom [Main Board of the Microbiological Industry] of the USSR. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 503–508, July–August 1971.

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Yablonskaya, E.V., Segal', G.M. Oxidation of ergosterol acetate with chromic anhydride. Chem Nat Compd 7, 476–480 (1971). https://doi.org/10.1007/BF00564742

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  • DOI: https://doi.org/10.1007/BF00564742

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