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Transformed steroids Communication 36. Synthesis and opening of 20-carbethoxyhydrazone of 16α-deuterodehydropregnenolone 16β,17β-oxide

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

Conclusions

  1. 1.

    The opening of the oxide ring of the hydrazones of the 16α-deutero-16β,17β-oxides of steriods proceeds with a cleavage of the C-17-O bond and is accompanied by the complete elimination of deuterium from the 16-position.

  2. 2.

    The obtained results testify in support of the fact that the formation of the 16,17-hydroxypyrazoline and the monohydrazone of the 16,20-diketone does not proceed through the 16 → 17-hydride shift, but rather through the step of the Δ16-16-vinyl alcohols.

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Literature cited

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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 & N. S. Pavlova-Grishina

Authors
  1. A. A. Akhrem
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  2. A. V. Kamernitskii
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  3. N. S. Pavlova-Grishina
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Additional information

See [1] for Communication 35.

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 11, pp. 2547–2551, November, 1971.

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Akhrem, A.A., Kamernitskii, A.V. & Pavlova-Grishina, N.S. Transformed steroids Communication 36. Synthesis and opening of 20-carbethoxyhydrazone of 16α-deuterodehydropregnenolone 16β,17β-oxide. Russ Chem Bull 20, 2412–2416 (1971). https://doi.org/10.1007/BF00854324

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  • DOI: https://doi.org/10.1007/BF00854324

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