Synlett 2014; 25(13): 1891-1895
DOI: 10.1055/s-0034-1378228
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© Georg Thieme Verlag Stuttgart · New York

Solid-Phase Synthesis of NH-1,2,3-Triazoles Using 4,4′-Bismethoxybenzhydryl Azide

A. Emil Cohrt
a   Department of Chemistry, Technical University of Denmark, 2800 Kgs. Lyngby, Denmark
,
Sebastian T. Le Quement
a   Department of Chemistry, Technical University of Denmark, 2800 Kgs. Lyngby, Denmark
,
Thomas E. Nielsen*
a   Department of Chemistry, Technical University of Denmark, 2800 Kgs. Lyngby, Denmark
b   Singapore Centre on Environmental Life Sciences Engineering, Nanyang Technological University, Singapore 637551, Singapore   Fax: +45(45)933968   Email: ten@kemi.dtu.dk
› Author Affiliations
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Publication History

Received: 06 March 2014

Accepted after revision: 05 May 2014

Publication Date:
25 June 2014 (online)


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Abstract

Readily available 4,4′-bismethoxybenzhydryl azide was found to be a useful building block for the synthesis of NH-1,2,3-triazoles through copper(I)-catalyzed cycloaddition reactions with solid-supported terminal alkynes, followed by acid-mediated deprotection. Peptide-containing NH-1,2,3-triazoles were obtained in good yield and excellent purity (typically >95%).

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