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

The reaction of heteroaroyl‐substituted heterocyclic ketene aminals with 2,3,4,6‐tetra‐ O... 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 http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Heteroatom Chemistry Wiley

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

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References (16)

Publisher
Wiley
Copyright
Copyright © 2002 Wiley Periodicals, Inc.
ISSN
1042-7163
eISSN
1098-1071
DOI
10.1002/hc.10023
Publisher site
See Article on Publisher Site

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

Journal

Heteroatom ChemistryWiley

Published: Jan 1, 2002

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