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Synthesis of 16-Nitro- and 16-Amino-14,17-ethanoestrane Derivatives

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Abstract

The hydrogenation of 16-nitro-14,17-etheno steroids has been studied using different catalysts. The chemoselectivity criteria have been established, and new bridged estradiol analogs containing nitro, amino, and hydroxyamino groups on the D ring have been obtained. Complete signal assignment in the NMR spectra of the synthesized compounds has been performed.

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Funding

This study was performed in the framework of state research program no. 2.3.1.1 “Chemical Processes, Reagents, and Technologies, Bioregulators, and Bioorganic Chemistry,” subprogram no. 2.3 “Chemical Foundations of Vital Activity (Bioorganic Chemistry).”

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Authors and Affiliations

  1. Institute of Bioorganic Chemistry, National Academy of Sciences of Belarus, 220084, Minsk, Belarus

    A. V. Baranovsky, A. S. Ladyka & S. N. Sokolov

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  1. A. V. Baranovsky
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  2. A. S. Ladyka
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  3. S. N. Sokolov
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Correspondence to A. V. Baranovsky.

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The authors declare the absence of conflict of interest.

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Translated from Zhurnal Organicheskoi Khimii, 2023, Vol. 59, No. 6, pp. 747–761 https://doi.org/10.31857/S0514749223060034.

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Baranovsky, A.V., Ladyka, A.S. & Sokolov, S.N. Synthesis of 16-Nitro- and 16-Amino-14,17-ethanoestrane Derivatives. Russ J Org Chem 59, 980–992 (2023). https://doi.org/10.1134/S1070428023060039

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  • DOI: https://doi.org/10.1134/S1070428023060039

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