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Heterocyclic analogs of corticosteroids

Communication 3. Syntheses from tetrahydro-2,5-dimethylthiopyran-4-ones

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

Conclusions

  1. 1.

    By the oxidation of 4-ethynyltetrahydro-2,5-dimethylthiopyran-4-ols with hydrogen peroxide all the four theoretically possible 4-ethynyltetrahydro-2,5-dimethylthiopyran-4-ol 1,1-dioxides were synthe-sized, and from these sulfur-containing analogs of corticosteroids with anα-ketol side chain were prepared.

  2. 2.

    The reactions of cis- and trans-tetrahydro-2,5-dimethylthiopyran-4-ones with acetylene in liquid ammonia go with predominantly axial entry of the ethynyl group.

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Literature cited

  1. A. A. Akhrem and V. V. Kokhomskaya, Izv. AN SSSR, Ser. Khim.,1963, 2156.

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Authors and Affiliations

  1. Institute of Physical Organic Chemistry, Academy of Sciences of the BSSR, USSR

    A. A. Akhrem, V. V. Kokhomskaya, L. I. Ivanova & M. S. Dorosh

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

    A. A. Akhrem, V. V. Kokhomskaya, L. I. Ivanova & M. S. Dorosh

Authors
  1. A. A. Akhrem
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  2. V. V. Kokhomskaya
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  3. L. I. Ivanova
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  4. M. S. Dorosh
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 11, pp. 1974–1982, November, 1966.

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Akhrem, A.A., Kokhomskaya, V.V., Ivanova, L.I. et al. Heterocyclic analogs of corticosteroids. Russ Chem Bull 15, 1907–1913 (1966). https://doi.org/10.1007/BF01179701

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  • DOI: https://doi.org/10.1007/BF01179701

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