Comparative reactivities of α-D-glucopyranose 1,2-(alkyl or aryl orthoacetate) triacetates in glycosylation reactions

  • A. F. Bochkov
  • T. A. Sokolovskaya
  • N. K. Kochetkov
Organic and Biological Chemistry
  • 43 Downloads

Conclusions

  1. 1.

    A study was made of the condensation of α-D-glucopyranose 3,4,6-triacetate 1,2-(ethyl, isopropyl, t-butyl, and phenyl orthoacetates) withβ-D-glucopyranose 1,2,3,4-tetraacetate under standard conditions for the synthesis of glycosides by the orthoester method.

     
  2. 2.

    In the reactions with this series of orthoesters the yield of gentiobiose rises regularly.

     
  3. 3.

    The results are interpreted as proof of the lowering of the reactivity of the hydroxy compound eliminated in the condensation in the order stated under the conditions of their glycosylation by orthoesters.

     

Keywords

Ethyl Phenyl Glycoside Standard Condition Isopropyl 

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Copyright information

© Consultants Bureau 1969

Authors and Affiliations

  • A. F. Bochkov
    • 1
  • T. A. Sokolovskaya
    • 1
  • N. K. Kochetkov
    • 1
  1. 1.N. D. Zelinskii Institute of Organic ChemistryAcademy of Sciences of the USSRUSSR

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