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Russian Journal of Organic Chemistry

, Volume 44, Issue 5, pp 671–674 | Cite as

Analogs of ecdysteroids with a tetrasubstituted Δ8,14-bond

  • V. N. Odinokov
  • R. V. Shafikov
  • R. G. Savchenko
  • S. R. Afon’kina
  • I. V. Galyautdinov
  • L. M. Khalilov
  • A. S. Shashkov
Article

Abstract

By hydrogenation of (20R,22R)-6α,14α,25-trihydroxy-and (20R,22R)-6β,14α,25-trihydroxy-2,3:20,22-bis(isopropylidenedioxy)-5α-cholest-7-enes on a catalyst (Raney nickel) the corresponding (5α,6α)-and (5β,6β)-epimers of previously unknown Δ8,14-6-hydroxy derivatives of ecdysteroids were synthesized.

Keywords

MeOH Ecdysone Allyl Alcohol Raney Nickel ROESY Spectrum 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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References

  1. 1.
    Shafikov, R.V., Afon’kina, S.R., Savchenko, R.G., Galyautdinov, I.V., and Odinokov, V.N., Zh. Org. Khim., 2007, vol. 43, p. 310.Google Scholar
  2. 2.
    Harmatha, Ju., Dinan, L., and Lafont, R., Insect Biochem. Mol. Biol., 2002, vol. 32, p. 181.CrossRefGoogle Scholar
  3. 3.
    Canonina, L., Danielli, B., Lesma, G., and Palmisano, G., Chem. Commun., 1985, p. 1321.Google Scholar
  4. 4.
    Canonina, L., Danielli, B., Lesma, G., Palmisano, G., and Mugnoli, A., Helv. Chim. Acta, 1987, vol. 70, p. 701.CrossRefGoogle Scholar
  5. 5.
    Odinokov, V.N., Galyautdinov, I.V., Nedopekin, D.V., and Khalilov, L.M., Izv. Akad. Nauk, Ser. Khim., 2003, p. 220.Google Scholar
  6. 6.
    Lafont, R., Harmatha, J., Marion-Poll, F., Dinan, L., and Wilson, I.D., Ecdybase a Free Ecdysteroid Database, 2002, http://www.ecdybase.org.
  7. 7.
    Narzullaev, A.S., Yunusov, M.S., Moiseenko, A.M., and Sabirov, S.S., Khim. Polim. Soedin., 1989, p. 372.Google Scholar
  8. 8.
    Odinokov, V.N., Afon’kina, S.R., Shafikov, R.V., Savchenko, R.G., Galyautdinov, I.V., Khalilov, L.M., and Shashkov, A.S., Zh. Org. Khim., 2007, vol. 43, p. 830.Google Scholar
  9. 9.
    Suksamrarn, A. and Pattanaprateep, P., Tetrahedron, 1995, vol. 51, p. 10663.CrossRefGoogle Scholar
  10. 10.
    Comprehensive Organic Chemistry, Barton, D. and Ollis, W.D., Eds., Oxford: Pergamon, 1979, vol. 1, p. 228.Google Scholar
  11. 11.
    Odinokov, V.N., Savchenko, R.G., Shafikov, R.V., Afon’kina, S.R., Khalilov, L.M., Kachala, V.V., and Shashkov, A.S., Zh. Org. Khim., 2005, vol. 41, p. 1323.Google Scholar
  12. 12.
    Fieser, L. F. and Fieser, M., Advanced Organic Chemistry, New York: Reinhold, 1962.Google Scholar
  13. 13.
    Galyautdinov, I.V., Ibragimova, A.Sh., Shakurova, E.R., and Odinokov, V.N., Zh. Org. Khim., 2007, vol. 43, p. 1566.Google Scholar

Copyright information

© MAIK Nauka 2008

Authors and Affiliations

  • V. N. Odinokov
    • 1
  • R. V. Shafikov
    • 1
  • R. G. Savchenko
    • 1
  • S. R. Afon’kina
    • 1
  • I. V. Galyautdinov
    • 1
  • L. M. Khalilov
    • 1
  • A. S. Shashkov
    • 2
  1. 1.Institute of Petrochemistry and CatalysisRussian Academy of SciencesUfaRussia
  2. 2.Zelinskii Institute of Organic ChemistryRussian Academy of SciencesMoscowRussia

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