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

Authors
Ikeda, K Konishi, K Sano, K Tanaka, K
Citation
K. Ikeda et al., A facile synthesis of 2-deoxy-2,3-didehydroneuraminic acid derivatives, CHEM PHARM, 48(1), 2000, pp. 163-165
Citations number
26
Categorie Soggetti
Chemistry & Analysis
Journal title
CHEMICAL & PHARMACEUTICAL BULLETIN
ISSN journal
00092363 → ACNP
Volume
48
Issue
1
Year of publication
2000
Pages
163 - 165
Database
ISI
SICI code
0009-2363(200001)48:1<163:AFSO2A>2.0.ZU;2-W
Abstract
The 2-thio- or 2-selenoglycosides of N-acetylneuraminic acid methyl ester w ere 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.