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Chemistry of Natural Compounds

, Volume 7, Issue 6, pp 679–684 | Cite as

Dextran derivatives III. Synthesis of esters of dextran with n-substituted amino acids by the mixed anhydride method and study of the conditions for eliminating the protective groups

  • A. E. Vasil'ev
  • A. A. Khachatur'yan
  • G. Ya. Rozenberg
Article
  • 56 Downloads

Conclusions

1. New methods for the O-aminoacylation of dextran (“polyglucin”) with mixed anhydrides of N-protected amino acids with benzenesulfonyl chloride, tosyl chloride, ethyl chloroformate, and phosphorus oxychloride have been proposed.

2. By these methods, and also by the method developed previously using dicyclohexylcarbodiimide, esters of dextran with N-tosylglycine, N-o-nitrophenylsulfenylglycine, N-benzyloxycarbonyl-ε-aminoenanthic acid, N-tert-butoxycarbonyl-L-alanine, N-tert-butoxycarbonyl-L-phenylalanine, N-o-nitrophenylsulfenyl-L-phenylalanine, and N-o-nitrophenylsulfenyl-L-valine have been synthesized.

3. Methods for eliminating the o-nitrophenylsulfenyl group from esters of NPS amino acids with dextran by means of thiophenol or a mixture of Na2S2O3 + KI have been recommended.

Keywords

Dextran Protective Group Thiophenol Phosphorus Oxychloride Mixed Anhydride 

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Literature cited

  1. 1.
    A. E. Vasil'ev, A. B. Livshits, G. Ya. Rozenberg, and N. K. Kochetkov, Khim. Prirodn. Soedin.,5, 525 (1969).Google Scholar
  2. 2.
    N. K. Kochetkov, A. A. Khachatur'yan, A. E. Vasil'ev, and G. Ya. Rozenberg, Khim. Prirodn. Soedin.,5, 427 (1969).Google Scholar

Copyright information

© Consultants Bureau 1974

Authors and Affiliations

  • A. E. Vasil'ev
  • A. A. Khachatur'yan
  • G. Ya. Rozenberg

There are no affiliations available

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