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The reaction of heteroaroyl-substituted heterocyclic ketene aminals with 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl azide

✍ Scribed by Qiang Yang; Zhan-Jiang Li; Xiao-Min Chen; Zhi-Tang Huang

Publisher
John Wiley and Sons
Year
2002
Tongue
English
Weight
146 KB
Volume
13
Category
Article
ISSN
1042-7163

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✦ Synopsis

Abstract

The reaction of heteroaroyl‐substituted heterocyclic ketene aminals with 2,3,4,6‐tetra‐O‐acetyl‐β‐D‐glucopyranosyl azide was investigated and a series of potential bioactive compounds, 1‐glucopyranosyl‐4‐heterocyclic‐5‐heteroaryl‐1,2,3‐triazoles, were obtained in good yields. Both the reaction rate and the yield were strongly affected by the heteroaryl and heterocyclic groups. In order to improve their water solubility, the deprotection of 1‐glucopyranosyl‐4‐heterocyclic‐5‐heteroaryl‐1,2,3‐triazole was carried out. © 2002 Wiley Periodicals, Inc. Heteroatom Chem 13:242–247, 2002; Published online in Wiley Interscience (www.interscience.wiley.com). DOI 10.1002/hc.10023

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