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Synthesis of 2-aminoethyl glycosides of chitooligosaccharides

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Abstract

2-Aminoethyl glycosides of chitotriose, chitopentaose, and chitoheptaose were synthesized. The successive extension of the oligosaccharide chain by two monosaccharide residues was carried out using a monosaccharide acceptor and a disaccharide donor, in which amino groups were protected by phthaloyl groups, benzyl moieties were used as a permanent protection for the hydroxy groups at C(3) and C(6), and acetyl or chloroacetyl groups were employed as a temporary protection for the hydroxy group at C(4).

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Authors and Affiliations

  1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation

    O. N. Yudina, Yu. E. Tsvetkov & N. E. Nifantiev

Authors
  1. O. N. Yudina
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  2. Yu. E. Tsvetkov
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  3. N. E. Nifantiev
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Correspondence to N. E. Nifantiev.

Additional information

Dedicated to Academician of the Russian Academy of Sciences N. S. Zefirov on the occasion of his 80th birthday.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 12, pp. 2932—2941, December, 2015.

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Yudina, O.N., Tsvetkov, Y.E. & Nifantiev, N.E. Synthesis of 2-aminoethyl glycosides of chitooligosaccharides. Russ Chem Bull 64, 2932–2941 (2015). https://doi.org/10.1007/s11172-015-1250-6

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  • DOI: https://doi.org/10.1007/s11172-015-1250-6

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