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Transformed steroids

Communication 56. Synthesis of 16α, 17α, 21ξ, 1′ξ-diisopropylidenedioxyl-21-ethylpregn-4-ene-3,20-dione

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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

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Conclusions

  1. 1.

    The reaction of 16α, 17α-isopropylidenedioxy-21-pyrrolidylmethylenepregn-5-en-3β-ol-20-one with methylmagnesium iodide leads to a mixture of the propenyl, isobutyl, and methyl ketones.

  2. 2.

    The epoxidation of this mixture, opening of the oxide ring with acetone in the presence of boron trifluoride etherate, and oxidation by the Oppenauer method gave 16α, 17α, 21ξ, 1′ξ-diisopropylidenedioxy-21-ethylpregn-4-ene-3,20-dione.

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Literature cited

  1. A. A. Akhrem, A. V. Kamernitskii, and I. G. Reshetova, Izv. Akad. Nauk SSSR, Ser. Khim., 1364 (1972).

  2. A. A. Akhrem, A. V. Kamernitskii, I. G. Reshetova, and I. I. Voznesenskaya, Izv. Akad. Nauk SSSR, Ser. Khim., 2573 (1972).

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  4. A. A. Akhrem, G. A. Kogan, A. V. Kamernitskii, I. G. Reshetova, T. N. Deshko, and I. S. Kovnatskaya, Izv. Akad. Nauk SSSR, Ser. Khim., 984 (1972).

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Authors and Affiliations

  1. N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the USSR, USSR

    A. A. Akhrem, A. V. Kamernitskii & I. G. Reshetova

Authors
  1. A. A. Akhrem
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  2. A. V. Kamernitskii
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  3. I. G. Reshetova
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1128–1133, May, 1973.

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Akhrem, A.A., Kamernitskii, A.V. & Reshetova, I.G. Transformed steroids. Russ Chem Bull 22, 1083–1087 (1973). https://doi.org/10.1007/BF00854255

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  • DOI: https://doi.org/10.1007/BF00854255

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