The Synthesis of glycosidase inhibitors and fluorescent chemosensors derivatives.

碩士 === 國立彰化師範大學 === 化學系 === 96 === We synthesized a series of N-alkylated aza-C-glycosides starting from the commercial D-ribose. Our strategy take advantage of a direct coupling reaction of alkylated amine with 5-OMs-ribose and further undergoes intramolecular hetero-Michael reaction under base con...

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Bibliographic Details
Main Authors: Chao-Ci GUO, 郭朝其
Other Authors: An-Tai Wu
Format: Others
Language:zh-TW
Published: 2008
Online Access:http://ndltd.ncl.edu.tw/handle/58171484089769612463
Description
Summary:碩士 === 國立彰化師範大學 === 化學系 === 96 === We synthesized a series of N-alkylated aza-C-glycosides starting from the commercial D-ribose. Our strategy take advantage of a direct coupling reaction of alkylated amine with 5-OMs-ribose and further undergoes intramolecular hetero-Michael reaction under base condition. In addition, we also synthesized a novel cyclodextrin-like artifical receptor which is a 1,2,3-triazole compound through Huisgen 1,3-dipolar cycloadditions of alkynes to azides. This idea is based upon the assumption that a cyclic array of carbohydrate moieties, nitrogen atom and amino acid functional groups may lead to exquisite specificity of recognition and catalysis. If compound 9、10、11 with an appropriate appended chromophore would be a good candidate for cation probes because of their aza-crown structures which can be used as a cation recognition unit.