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Transformed steroids. 172. Reaction of 16-methyl-20-ketosteroids with iodobenzene diacetate

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

Conclusions

  1. 1.

    The reaction of 16-methylpregna-5,16-dien-3β-ol-20-one with iodobenzene diacetate in a methanolic alkali solution proceeds with a Favorskii rearrangement, with formation of 16-methylpregna-5, 16-dien-3β-ol-21-ic acid and its methyl ester.

  2. 2.

    A new method for the synthesis of 21-hydroxy-16α,17α-epoxy-20-ketosteroids from 16β-methyl-16α,17α-epoxypregn-5-en- 3β-ol-20-one has been proposed.

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Literature cited

  1. A. V. Kamernitskii (Kamernitszky), A. M. Turuta, T. M Fadeeva, and Z. I. Istomina, Synthesis, 326 (1985).

  2. A. M. Turuta, A. V. Zhulin, and A. V. Kamernitskii, Izv. Akad. Nauk SSSR, Ser. Khim., 1909 (1988).

  3. R. M. Moriarty, Om. Prakash, and H. A. Masallam, J. Heterocycl. Chem.,22, 583 (1985).

    Google Scholar 

  4. R. M. Moriarty, Om. Prakash, and Wade A. Freeman, Chem. Commun., 927 (1984).

  5. Mitsutezu Numazawa and Mieko Ogata, Chem. Commun., 1092 (1986).

  6. Ch. R. Engel, P. Lachance, J. Capitaine, et al., J. Org. Chem.,48, 1954 (1983).

    Google Scholar 

  7. Ch. R. Engel, Y. Merand, and J. Cote, J. Org. Chem.,47, 4485 (1982).

    Google Scholar 

  8. R. T. Logan, R. G. Roy, and G. F. Woods, J. Chem. Soc. Perkin Trans. 1, 2631 (1981).

    Google Scholar 

  9. V. S. Bogdanov, E. G. Cherepanova, I. G. Reshetova, et al., Izv. Akad. Nauk SSSR, Ser. Khim., 549 (1983).

  10. R. Mickova and K. Syhora, Coll. Czech. Chem. Commun.,29, 1163 (1064).

    Google Scholar 

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Authors and Affiliations

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

    A. M. Turuta, A. V. Kamernitskii, A. A. Korobov & V. S. Bogdanov

Authors
  1. A. M. Turuta
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  2. A. V. Kamernitskii
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  3. A. A. Korobov
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  4. V. S. Bogdanov
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 11, pp. 2610–2615, November, 1988.

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Turuta, A.M., Kamernitskii, A.V., Korobov, A.A. et al. Transformed steroids. 172. Reaction of 16-methyl-20-ketosteroids with iodobenzene diacetate. Russ Chem Bull 37, 2352–2356 (1988). https://doi.org/10.1007/BF00959895

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  • DOI: https://doi.org/10.1007/BF00959895

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