A new approach to the neoglycopeptides:: Synthesis of urea- and carbamate-tethered N-acetyl-D-glucosamine amino acid conjugates
A new approach to the neoglycopeptides:: Synthesis of urea- and carbamate-tethered N-acetyl-D-glucosamine amino acid conjugates
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DOI：
10.1021/ol0616788
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发表时间：
2006-10-26
期刊：
影响因子：
5.2
通讯作者：
Nakano, Keiji
中科院分区：
文献类型：
--
作者：
Ichikawa, Yoshiyasu;Ohara, Fumiyo;Nakano, Keiji
描述了一种合成Fmoc保护的新糖肽结构单元的新方法。氧化N-乙酰基-D-氨基葡萄糖异腈得到相应的高反应活性的吡喃葡萄糖异氰酸酯，其与氨基酸衍生物反应，以良好的产率提供相应的脲和氨基甲酸酯连接的Fmoc保护的N-乙酰基-D-氨基葡萄糖氨基酸缀合物。
A novel approach to the synthesis of Fmoc-protected neoglycopeptide building blocks is described. Oxidation of N-acetyl-D-glucosamine isonitrile afforded the corresponding highly reactive glycopyranosyl isocyanate, which reacted with amino acid derivatives to furnish the corresponding urea- and carbamate-tethered Fmoc-protected N-acetyl-D-glucosamine amino acid conjugates in good yields.