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Transformed steroids

Communication 66. Stereochemistry and mechanism of reaction of hydrazones of steroidal 20-keto 16α,17α-oxides with thioacetic acid

  • Organic and Biological Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    The steric and structural direction of the reaction of the 16α,17α-epoxypregnenolone hydrazone with thioacetic acid confirms the previously proposed mechanism for the opening of the hydrazones of oxides.

  2. 2.

    A method was developed for the synthesis of steroids of the pregnane series that contain sulfur at C-17.

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Literature cited

  1. A. A. Akhrem, A. V. Kamernitskii, and A. V. Skorova, Izv. Akad. Nauk SSSR, Ser. Khim., 416 (1972).

  2. A. A. Akhrem, A. V. Kamernitskii, and A. V. Skorova, USSR Patent 380649 (1971); Byull. Izobr., No. 21 (1973).

  3. A. A. Akhrem, A. M. Turuta, and Z. I. Istomina, USSR Patent 389086 (1971); Byull. Izobr., No. 29 (1973).

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  6. A. A. Akhrem, A. V. Kamernitskii, V. A. Dubrovskii, and A. M. Moiseenkov, ibid., 115 (1967).

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  9. A. A. Akhrem, A. M. Turuta, and E. P. Prokof'ev, ibid., 1124 (1972).

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Authors and Affiliations

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

    A. A. Akhrem, Z. I. Istomina, A. V. Kamernitskii & A. M. Turuta

Authors
  1. A. A. Akhrem
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  2. Z. I. Istomina
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  3. A. V. Kamernitskii
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  4. A. M. Turuta
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 2, pp. 426–431, February, 1974.

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Akhrem, A.A., Istomina, Z.I., Kamernitskii, A.V. et al. Transformed steroids. Russ Chem Bull 23, 393–398 (1974). https://doi.org/10.1007/BF00924695

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  • DOI: https://doi.org/10.1007/BF00924695

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