治療神經退化疾病之藥物的開發研究：二氫神經鞘胺醇與具多樣性二氫神經鞘醯胺之唾液酸醣苷神經鞘醯胺SJG-1二氫神經鞘醯胺之類似物之合成

本論文旨在合成神經鞘胺醇衍生物xyl-14、脂肪酸衍生物Rib-7及唾液酸醣苷神經鞘醯胺質SJG-1之類似物SJG-1A、SJG-2A、SJG-3A、SJG-4A、SJG-5A、SJG-6A。我們以D-核醣(D-ribose)作為起始物經保護，經Wittig reaction、氧化等七個反應得到脂肪酸衍生物Rib-7。我們以D-木醣(D-xylose)作為起始物，經由保護、Wittig reaction、SN2取代反應、Staudinger reaction、烯烴複分解反應（olefin metathesis）等十六個反應製備而得神經鞘胺醇衍生物xyl-14。本論文以化學選擇性醣苷化反應及[1+1+2]的合成策略來合成SJG-1之類似物，目前已完成SJG-1之類似物主架構之合成。

關鍵字

醣苷化反應；唾液酸醣苷神經鞘醯胺質；二氫神經鞘胺醇

並列摘要

This paper aims to complete the synthesis of sphingosine derivative xyl-14, fatty acid derivative Rib-7 and Ganglioside SJG-1’s Analogues with Various diihydroceramides. We use D-ribose as a starting material to obtain fatty acid derivative Rib-7, seven-step reaction via protection, Wittig reaction and oxidation. We use D-xylose as a starting material to obtain sphingosine derivative xyl-14, sixteen-step reaction via protection, Wittig reaction, SN2 reaction, Staudinger reaction and Olefin metathesis. We used chemoselective glycosylation and [1+1+2] stragety to construct the target SJG-1’s protected analogues.

並列關鍵字

ganglioside ； glycosylation ； sphinganine ； dihydroceramide

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國際替代計量

治療神經退化疾病之藥物的開發研究：二氫神經鞘胺醇與具多樣性二氫神經鞘醯胺之唾液酸醣苷神經鞘醯胺SJG-1二氫神經鞘醯胺之類似物之合成

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