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Synthesis of aminopolysaccharides from keto-6-O-tritylcellulose

  • Organic and Biological Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    Aminopolysaccharides with a degree of substitution at the amino groups of 0.55–0.92 were synthesized from keto-6-0-tritylcellulose by reduction of its oxime with LiA1H4 or B2H6 or reduction of the methyloxime by B2H6 and their structure was studied.

  2. 2.

    Oxidation with dimethyl sulfoxide of 6-0-tritylcellulose proceeds by ∼75% at the 2-C atom.

  3. 3.

    Strict stereoselectivity of reaction at 2-C or 3-C atoms is not observed during reduction of oxime groups with LiA1H4, or B2H6 and of methyloximes by B2H6.

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1142–1146, May, 1976.

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Usov, A.I., Ivanova, V.S. Synthesis of aminopolysaccharides from keto-6-O-tritylcellulose. Russ Chem Bull 25, 1110–1114 (1976). https://doi.org/10.1007/BF00922003

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  • DOI: https://doi.org/10.1007/BF00922003

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