Ichikawa Yoshiyasu, Ohara Fumiyo, Kotsuki Hiyoshizo, Nakano Keiji
Faculty of Science, Kochi University, Akebono-cho, Kochi 780-8520, Japan.
Org Lett. 2006 Oct 26;8(22):5009-12. doi: 10.1021/ol0616788.
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. [reaction: see text]
描述了一种合成Fmoc保护的新糖肽构建块的新方法。N-乙酰-D-葡萄糖胺异腈的氧化产生了相应的高反应性吡喃糖基异氰酸酯，其与氨基酸衍生物反应，以良好的产率提供了相应的通过脲和氨基甲酸酯连接的Fmoc保护的N-乙酰-D-葡萄糖胺氨基酸共轭物。[反应：见正文]
