Chemistry of Natural Compounds

, Volume 17, Issue 6, pp 540–545 | Cite as

Glycosylation of cardenolides. VIII. Structures of the by-products of the synthesis by the orthoester method of strophanthidol rhamnosides

  • N. Sh. Pal'yants
  • N. K. Abubakirov


The by-products formed in the preparation of strophanthiodol 19-rhamnoside and 3, 19-bisrhamnoside by the orthoester method are 3β,5-dihydroxy-8,19-epoxy-5β,14β, 17α-card-20(22)-enolide and its 3-α-L-rhamnoside. 3β,5-Dihydroxy-8,19-epoxy-5β, 14α,17β-card-20(22)-enolide has been obtained by the action of a solution of HBr in nitromethane on strophanthidol.


Nitromethane Spin Coupling Constant Butenolide HgBr2 Optical Rotatory Dispersion 


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Literature cited

  1. 1.
    N. Sh. Pal'yants and N. K. Abubakirov, Khim. Prir. Soedin., 125 (1977).Google Scholar
  2. 2.
    T. Kubota and M. Ehrenstein, J. Org. Chem.,29, 342 (1964).CrossRefGoogle Scholar
  3. 3.
    K. Tori and K. Aono, Annu. Rep. Shionogi Res. Lab.,15, 130 (1965).Google Scholar
  4. 4.
    F. Burkhardt, W. Meier, A. Fürst, and T. Reichstein, Helv. Chim. Acta,50, 607 (1967).CrossRefGoogle Scholar
  5. 5.
    W. Klyne, Biochem. J.,47, No. 4, xli (1950).Google Scholar
  6. 6.
    A. A. Akimaliev, N. Sh. Pal'yants, N. K. Alimbaeva, and N. K. Abubakirov, Khim. Prir. Soedin., 668 (1979).Google Scholar
  7. 7.
    W. Merkel and M. Ehrenstein, Helv. Chim. Acta,52, 2156 (1969).CrossRefGoogle Scholar
  8. 8.
    A. Ya. Khorlin, A. F. Bochkov, and N. K. Kochetkov, Khim. Prir. Soedin., 6 (1966).Google Scholar
  9. 9.
    M. Mazurek and A. S. Perlin, Can. J. Chem.,43, 1918 (1965).CrossRefGoogle Scholar
  10. 10.
    V. T. Chernobai, Zh. Obshch. Khim.,34, 3852 (1964).Google Scholar

Copyright information

© Plenum Publishing Corporation 1982

Authors and Affiliations

  • N. Sh. Pal'yants
  • N. K. Abubakirov

There are no affiliations available

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