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Chemistry of Natural Compounds

, Volume 17, Issue 3, pp 254–257 | Cite as

Glycosylation of triterpenoids of the dammarane series. II. 12,25-di-O- and 3,12,25-tri-o-glucopyranosides of 20(S), 24 (R)-epoxydammarane-3α, 12β, 25-triol and its 3-epimer

  • L. N. Atopkina
  • N. I. Uvarova
Article

Abstract

On the glycosylation of 20(S), 24(R)-epoxydamarane-3α, 12β, 25-triol (I), its 3-o-acetyl derivative (II), and its 3-epimer with α-acetobromoglucose under the conditions of Helferich's modification and with glucose tert-butyl orthoacetate under the conditions of the orthoester method, di- and triglycosides, respectively, are obtained. The physicochemical constants and IR and PMR spectroscopic characteristics of the compounds obtained for the first time are given.

Keywords

Glycoside Anomeric Proton Glucose Residue Triol Sodium Tetrahydroborate 

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Literature cited

  1. 1.
    Y. Nagai, O. Tanaka, and S. Shibata, Tetrahedron,27, 881 (1971).CrossRefGoogle Scholar
  2. 2.
    G. B. Elyakov and Yu. S. Ovodov, Khim. Prir. Soedin., 699 (1972).Google Scholar
  3. 3.
    O. Tanaka and S. Yahara, Phytochem.,17, 1353 (1978).CrossRefGoogle Scholar
  4. 4.
    L. N. Atopkina and N. I. Uvarova, Khim. Prir. Soedin., 205 (1980).Google Scholar
  5. 5.
    N. K. Kochetkov, A. F. Bochkov, T. A. Sokolovskaya, and N. I. Snyatkova, Carbohydr. Res.,16, 17 (1971).CrossRefGoogle Scholar
  6. 6.
    B. Helferich and K. Weis, Chem. Ber.,89, 314 (1956).CrossRefGoogle Scholar
  7. 7.
    N. Nagai, N. Tanaka, and S. Ishikawa, Chem. Pharm. Bull.,19, 2061 (1973).CrossRefGoogle Scholar

Copyright information

© Plenum Publishing Corporation 1982

Authors and Affiliations

  • L. N. Atopkina
  • N. I. Uvarova

There are no affiliations available

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