Backbone Amide Linker Strategy for the Synthesis of 1, 4??Triazole??Containing Cyclic Tetra??and Pentapeptides

J Springer, KR de Cuba, S Calvet??Vitale…

Index: Springer, Jasper; De Cuba, Kimberly R.; Calvet-Vitale, Sandrine; Geenevasen, Jan A. J.; Hermkens, Pedro H. H.; Hiemstra, Henk; Van Maarseveen, Jan H. European Journal of Organic Chemistry, 2008 , # 15 p. 2592 - 2600

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Citation Number: 14

Abstract

Abstract A backbone amide linker strategy was chosen for the solid-phase synthesis of triazole-containing cyclic tetra-and pentapeptides. An alkyne-substituted linker derived from 4-hydroxy-2-methoxybenzaldehyde was elongated by using standard “Fmoc-based” solid phase chemistry and terminated by coupling of an azido acid. In solution, the peptides were cyclized by a Cu I-catalyzed azide-alkyne cycloaddition reaction. The solid-supported ...