博碩士論文 90223047 完整後設資料紀錄

DC 欄位 語言
DC.contributor化學學系zh_TW
DC.creator廖偉閔zh_TW
DC.creatorWei-Meen Liaoen_US
dc.date.accessioned2003-7-16T07:39:07Z
dc.date.available2003-7-16T07:39:07Z
dc.date.issued2003
dc.identifier.urihttp://ir.lib.ncu.edu.tw:88/thesis/view_etd.asp?URN=90223047
dc.contributor.department化學學系zh_TW
DC.description國立中央大學zh_TW
DC.descriptionNational Central Universityen_US
dc.description.abstractTetrahydroxy-LCB 3是一種神經鞘氨醇化合物,它被發現存在於人腦和牛類動物的脊髓,以及某些紅藻和綠藻中,它也是一種新的腦苷酯4的建構單元。由於其在生物體中扮演的角色並不明確,因此本論文希望能發展新合成途徑有效製備tetrahydroxy-LCB 3,以利進行更多的生物活性測試。 我們以D式葡萄胺醣32為起始物,經過六步官能基轉換及立體位向控制後可成功的得到重要的阿洛胺醣衍生物38,接著進行Swern氧化反應、Wittig反應、移除苯甲醯基及還原開環反應後可得到化合物42,最後再利用Birch還原反應同時移除苯甲基及還原疊氮官能基可成功得到tetrahydroxy- LCB 3,共需11步,總產率為 7.3 %。我們可由它的過乙醯化衍生物19鑑定與已知的文獻報導比對來鑑定。zh_TW
dc.description.abstractTetrahydroxy-LCB 3, belongs to family of sphingosines, is found in bovine spinal cord, human brain, green algae and red algae. It is also a backbone of a new D-glucopyranosyl cerebroside 4. Since the biological function of 3 remains unclear, there is a need to develop a new and convenient route for its synthesis. The D-allosamine derivative 38, generated from D-glucosamine hydrochloride 32 in six straightforward steps, underwent sequential Swern oxidation, Wittig olefination, anomeric debenzoylation and hydride reduction to provide the diol 42, which was subjected to Birch reduction to furnish the desired tetrahydroxy-LCB 3. The total synthesis requires 11 steps in 7.3 % overall yield. Comparison of our data of its per-acetylated derivative 19 with the literature report revealed identity with respect to 1H and 13C spectra.en_US
DC.subject神經鞘氨醇zh_TW
DC.subject腦苷酯zh_TW
DC.subject葡萄胺醣zh_TW
DC.subjectsphingosineen_US
DC.subjectcerebrosideen_US
DC.subjectGlucosamineen_US
DC.title利用D式葡萄胺醣合成Tetrahydroxy-LCBzh_TW
dc.language.isozh-TWzh-TW
DC.titleSynthesis of Tetrahydroxy-LCB from D-Glucosamineen_US
DC.type博碩士論文zh_TW
DC.typethesisen_US
DC.publisherNational Central Universityen_US

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