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[Synthesis of heteroaromatic N-beta-glycosides of N-acetylglucosamine under phase transfer conditions: II].

作者信息

Kur'ianov V O, Chupakhina T A, Shishkin O V, Shishkina S V, Chirva V Ia

机构信息

Vernadsky Tauric National University, pr. Akademika Vernadskogo 4, Simferopol, 95007 Crimea, Ukraine.

出版信息

Bioorg Khim. 2008 Nov-Dec;34(6):813-21.

PMID:19088756
Abstract

Regioselective N-beta-glucosamination of various unsubstituted or C4-, C5-, or C6-monosubstituted indolin-2-ones under phase transfer conditions was studied. The regioselectivity was unambiguously proved by (1)H NMR spectroscopy and X-ray analysis. The presence of a substituent at C7 of the aromatic ring leads to the formation of either a mixture of isomeric N-beta- and O-beta-D-glucosaminides or only oxazoline and/or 2-acetamidoglycal irrespective of the reaction conditions.

摘要

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