N-Substituted arylsulfonamide building blocks as alternative submonomers for peptoid synthesis

Auteur(s): Vézina-Dawod, Simon; Derson, Antoine; Biron, Éric
Résumé: Peptoids (oligo N-substituted glycines) are peptidomimetic oligomers showing attractive structural and pharmacological properties. The efficiency of their synthesis has prompted the use of peptoids in combinatorial libraries. To increase the chemical diversity accessible in peptoid design and libraries, we demonstrate here that N-substituted o-nitrobenzenesulfonamide derivatives can be used as alternative building blocks in the synthesis of peptoids by the submonomer approach. The preparation of N,O-protected amino alcohol submonomers and the conditions for their incorporation into peptoid oligomers are reported. The described method is compatible with the submonomer approach and was applied to prepare peptoid oligomers bearing different hydroxylated side chains.
Type de document: Article de recherche
Date de publication: 8 janvier 2015
Date de la mise en libre accès: 8 janvier 2017
Version du document: AM
Lien permanent: http://hdl.handle.net/20.500.11794/880
Ce document a été publié dans: Tetrahedron letters, Vol. 56 (2), 382–385 (2015)
https://doi.org/10.1016/j.tetlet.2014.11.104
Elsevier
Autre version disponible: 10.1016/j.tetlet.2014.11.104
Collection :Articles publiés dans des revues avec comité de lecture

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