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Transformed steroids

Communication 70. Synthesis of steroid 17-propynals and 17-propenals

  • 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 3β-hydroxy-, 3β-acetoxy-, and 3β-(2″-tetrahydropyranyloxy)-17α-(diethoxypropyn-1′-yl)-androst-5-en-17β-ols, analogs of compounds that have a high gestagenic activity, were synthesized in 50–80% yields.

  2. 2.

    Labile compounds, containing either the hydroxyenal or the 2,5-dihydrofuran grouping at C17, are formed under the conditions of reducing (using either LiAlH4 or hydrogenation over Pd/C) the triple bond of the obtained steroidal propargyl alcohols.

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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, A. V. Kamernitskii, R. P. Litvinovskaya & I. G. Reshetova

Authors
  1. A. A. Akhrem
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  2. A. V. Kamernitskii
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  3. R. P. Litvinovskaya
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  4. I. G. Reshetova
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Additional information

See [1] for preceding communication.

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 8, pp. 1864–1868, August, 1974.

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Akhrem, A.A., Kamernitskii, A.V., Litvinovskaya, R.P. et al. Transformed steroids. Russ Chem Bull 23, 1784–1788 (1974). https://doi.org/10.1007/BF00923212

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  • DOI: https://doi.org/10.1007/BF00923212

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