Synthesis of glycosidase inhibitors

碩士 === 國立彰化師範大學 === 化學系 === 96 === We successfully synthesized a series of aza-C-glycoside derivatives, N-alkylated aza-C-glycosides and aza-C-disaccharides starting from the commercial D-ribose. Our strategy takes advantage of a direct coupling reaction of alkylated amine with 5-OMs-ribose and furt...

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Bibliographic Details
Main Authors: Pey Jiuann Wu, 吳佩絹
Other Authors: An Tai Wu
Format: Others
Language:zh-TW
Published: 2008
Online Access:http://ndltd.ncl.edu.tw/handle/91565010674613604602
Description
Summary:碩士 === 國立彰化師範大學 === 化學系 === 96 === We successfully synthesized a series of aza-C-glycoside derivatives, N-alkylated aza-C-glycosides and aza-C-disaccharides starting from the commercial D-ribose. Our strategy takes advantage of a direct coupling reaction of alkylated amine with 5-OMs-ribose and further underwent intramolecular hetero-Michael reaction under base condition. In addition, we also prepared a series of ether bridge bicyclo azasugar 58 and N-alkyl ether bridge bicyclo azasugar derivatives 60 starting from 38. When further deprotected, they may therefore provide access to a large number of variously substituted analogues of 1-deoxynojirimycin which are useful for the development of potent glycosidase inhibitors.