Three-Component Synthesis of Neoglycopeptides Using a Cu(II)-Triggered Aminolysis of Peptide Hydrazide Resin and an Azide-Alkyne Cycloaddition Sequence

被引：7
|
作者：
Ebran, Jean-Philippe [1 ]
Dendane, Nabil [1 ]
Melnyk, Oleg [1 ]
机构：
[1] Univ Lille Nord France, CNRS, Inst Pasteur Lille, IFR Mol & Cellular Med 142,UMR 8161, F-59021 Lille, France
来源：
ORGANIC LETTERS | 2011年 / 13卷 / 16期
关键词：
SOLID-PHASE SYNTHESIS; HUMAN DENDRITIC CELLS; ONE-POT SYNTHESIS; 1,4-DISUBSTITUTED 1,2,3-TRIAZOLES; 1,3-DIPOLAR CYCLOADDITIONS; BUILDING-BLOCKS; LIGATION; LIGANDS; DERIVATIVES;
D O I：
10.1021/ol201659x
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Copper(II)-induced oxidative aminolysis of hydrazides generates Cu(I), the catalyst of the azide-alkyne cycloaddition. This feature was exploited to design a novel solid phase detaching three-component reaction permitting the conversion of supported peptide hydrazides into 1,2,3-triazole linked C-terminal neoglycopeptides.
引用
收藏
页码：4336 / 4339
页数：4
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