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Facile method for the synthesis of triazole- and tetrazole-containing peptoids on a solid support

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Author(s)
Lee, Y.J.; Kang, D.; Seo, J.
Type
Article
Citation
Tetrahedron Letters, v.59, no.35, pp.3311 - 3316
Issued Date
2018-08
Abstract
The late-stage functionalization of a biomimetic foldamer such as a peptoid is a useful tool to achieve structural diversity. Herein, a facile method for the synthesis of triazole- or tetrazole-containing peptoids using post-synthetic modifications has been reported. On a resin-bound peptoid with a chloroalkyl side chain(s), substitution with nucleophiles (azide or cyanide) and the subsequent [3 + 2]-cycloaddition reaction were optimized. Peptoids with azide, triazole, and tetrazole functional groups could be readily synthesized and could potentially be utilized further for orthogonal bioconjugation or metal recognition. (C) 2018 Elsevier Ltd. All rights reserved.
Publisher
Elsevier BV
ISSN
0040-4039
DOI
10.1016/j.tetlet.2018.07.043
URI
https://scholar.gist.ac.kr/handle/local/13145
Appears in Collections:
Department of Chemistry > 1. Journal Articles
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