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2-脱氧-2,3-二脱氢神经氨酸衍生物的简便合成

A facile synthesis of 2-deoxy-2,3-didehydroneuraminic acid derivatives.

作者信息

Ikeda K, Konishi K, Sano K, Tanaka K

机构信息

School of Pharmaceutical Sciences, University of Shizuoka, Japan.

出版信息

Chem Pharm Bull (Tokyo). 2000 Jan;48(1):163-5. doi: 10.1248/cpb.48.163.

DOI:10.1248/cpb.48.163
PMID:10705498
Abstract

The 2-thio- or 2-selenoglycosides of N-acetylneuraminic acid methyl ester were transformed by successive treatment with dimethyl(methylthio)sulfonium triflate (DMTST) and 1,8-diazabicyclo[5.4.0]-7-undecene (DBU) to give the corresponding methyl 2-deoxy-2,3-didehydroneuraminates in excellent yields. Their acids and their analogues are sialidase inhibitors of pharmaceutical interest.

摘要

N-乙酰神经氨酸甲酯的2-硫代或2-硒代糖苷经用三氟甲磺酸二甲硫鎓(DMTST)和1,8-二氮杂双环[5.4.0]-7-十一碳烯(DBU)连续处理后,以优异的产率得到相应的2-脱氧-2,3-二脱氢神经氨酸甲酯。它们的酸及其类似物是具有药学意义的唾液酸酶抑制剂。

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