Year 2005, Month 5 (Section Full Articles, Page 1294)
N-Bromoacetyl-β-D-glycopyranosylamines in the synthesis of
glycoconjugates of nitrogen-containing physiologically active compounds*
L. M. Likhosherstov,* O. S. Novikova, A. O. Zheltova, and V. N. Shibaev
A series of nitrogen-containing physiologically active compounds underwent smooth
N-monoalkylation with N-bromoacetyl-β-glycopyranosylamines derived from N-acetyl-D-glu-
cosamine and lactose. This reaction was demonstrated to be promising for the introduction of
carbohydrate residues into heterocyclic compounds, viz., pyridine, imidazole, pyrimidinetrione,
carboline, and piperazine derivatives, and into an amino acid, 5-hydroxy-L-tryptophan, which
is unstable in alkaline media.
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