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Transformed steroids 90. Reactivity of 20-carbethoxyhydrazones of 16,17α-epiminosteroids

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

Conclusions

  1. 1.

    The hydrolysis of 16,17α-epiminopregnenolone in the presence of carbethoxyhydrazine and the acid-induced hydrolysis of 2′-methyl[16,17α-d]oxazolines have been studied. Two independent pathways for the synthesis of 16,17-disubstituted 20-ketosteroids with a nitrogenous function on 16-C have been developed as a result.

  2. 2.

    The mechanism for the opening of 16,17α-epimino-20-ketosteroids in the presence of a reagent for the carbonyl group is similar to the corresponding conversion of 16,17α-epoxy-20-ketosteroids and includes the formation of 16,17α-epiminosteroid 20-carbethoxyhydrazones in an intermediate step.

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Literature cited

  1. A. V. Kamernitskii (Kamernitsky), A. I. Terehina, and I. V. Vesela, J. Ind. Chem.,15, No. 2, 99 (1977).

    Google Scholar 

  2. D. Kal'sines, A. V. Kamernitskii, and A. M. Turuta, Inventors' Certificate No. 509601 (1976); Byull. Izobr., No. 13, 89 (1976).

  3. D. Kal'sines, A. V. Kamernitskii, and A. M. Turuta, Izv. Akad. Nauk SSSR, Ser. Khim., 1838 (1976).

  4. West German Patent No. 2132104; Chem. Abstr.,76, 99932j (1972).

  5. B. Green and Der-wu Liu, Tetrahedron Lett., 2807 (1975).

  6. D. Kal'sines, A. V. Kamernitskii, and A. M. Turuta, Izv. Akad. Nauk SSSR, Ser. Khim., 1841 (1976).

  7. A. V. Kamernitskii, A. M. Turuta, and T. M. Fadeeva, Izv. Akad. Nauk SSSR, Ser. Khim., 1132 (1976).

  8. K. Ponsold and B. Häfner, Chem. Ber.,98, 1487 (1965).

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Authors and Affiliations

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

    A. V. Kamernitskii, D. Kal'sines & A. M. Turuta

Authors
  1. A. V. Kamernitskii
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  2. D. Kal'sines
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  3. A. M. Turuta
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Additional information

See [1] for Communication 89.

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 2090–2095, September, 1977.

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Kamernitskii, A.V., Kal'sines, D. & Turuta, A.M. Transformed steroids 90. Reactivity of 20-carbethoxyhydrazones of 16,17α-epiminosteroids. Russ Chem Bull 26, 1934–1939 (1977). https://doi.org/10.1007/BF00924393

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  • DOI: https://doi.org/10.1007/BF00924393

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