Synthesis of Ureido-Linked Glycosylated Amino Acids from Nα-Fmoc-Asp/Glu-5-oxazolidinones and Their Application to Neoglycopeptide Synthesis

被引:2
|
作者
Sureshbabu, Vommina V. [1 ]
Venkataramanarao, Rao [1 ]
Naik, Shankar A. [1 ]
Narendra, N. [1 ]
机构
[1] Bangalore Univ, Dept Studies Chem, Bangalore 560001, Karnataka, India
关键词
Curtius rearrangement; N-alpha-Fmoc-Asp/Glu-5-oxazolidinones; neoglycopeptides; ureido-linked glcosylated amino acids;
D O I
10.1080/00397910802213711
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple route for the synthesis of ureido-linked glycosylated amino acids has been described. The key step involves the reaction of isocyanates derived from N-Fmoc-Asp/Glu-5-oxazolidinones 1 with glycosyl amines followed by hydrolysis. The resulting ureido-linked glycosylated amino acids have been incorporated into peptides. The overall procedure is simple, high-yielding, and involves fewer steps.
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页码:3640 / 3654
页数:15
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