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dc.contributor.author範 小 蕊zh_TW
dc.contributor.author蒙 國 光zh_TW
dc.contributor.authorNHI,PHAM BEen_US
dc.contributor.authorMong, Kwok-Kong Tonyen_US
dc.date.accessioned2018-01-24T07:38:45Z-
dc.date.available2018-01-24T07:38:45Z-
dc.date.issued2016en_US
dc.identifier.urihttp://etd.lib.nctu.edu.tw/cdrfb3/record/nctu/#GT070352414en_US
dc.identifier.urihttp://hdl.handle.net/11536/139944-
dc.description.abstractDesferrisalmycin B exhibits potent growth inhibitory activity against Gram-positive organisms including multidrug resistant strains. The compound contains a danoxamine, a D-arabino-hexopyranos-2-ulose, and a 6-deoxy-6-(methylamino)-D-gluco-heptopyranose. The stereoselective synthesis of 6-deoxy-6-(methylamino)-D-gluco-heptopyranosyl building block is challenge of total synthesis desferrisalmycin B. In previous study, 6-deoxy-6-(methylamino)-D-gluco-heptopyranosyl building block was synthesized indirectly from a heptoglucopyranosyl precursor. However, the stereochemical control for the introduction of the C6 hydroxyl is moderate. We developed a new approach for the stereoselective synthesis of heptoglycosides from hexosugar substrates. The stereoselectivity comes from the use of an asymmetric hydroxylation method. In the thesis, we speculate that it should be possible to apply the asymmetric amination or hydroxylation method to obtain the desired 6-deoxy-6-(methylamino)-D-gluco-heptopyranosyl building block from a D-glucose. The methods synthesize the key building block with high chiral purity, and they would be useful for the assembly of Salmycins.zh_TW
dc.description.abstractDesferrisalmycin B exhibits potent growth inhibitory activity against Gram-positive organisms including multidrug resistant strains. The compound contains a danoxamine, a D-arabino-hexopyranos-2-ulose, and a 6-deoxy-6-(methylamino)-D-gluco-heptopyranose. The stereoselective synthesis of 6-deoxy-6-(methylamino)-D-gluco-heptopyranosyl building block is challenge of total synthesis desferrisalmycin B. In previous study, 6-deoxy-6-(methylamino)-D-gluco-heptopyranosyl building block was synthesized indirectly from a heptoglucopyranosyl precursor. However, the stereochemical control for the introduction of the C6 hydroxyl is moderate. We developed a new approach for the stereoselective synthesis of heptoglycosides from hexosugar substrates. The stereoselectivity comes from the use of an asymmetric hydroxylation method. In the thesis, we speculate that it should be possible to apply the asymmetric amination or hydroxylation method to obtain the desired 6-deoxy-6-(methylamino)-D-gluco-heptopyranosyl building block from a D-glucose. The methods synthesize the key building block with high chiral purity, and they would be useful for the assembly of Salmycins.en_US
dc.language.isoen_USen_US
dc.subjectSalmycinzh_TW
dc.subjectSynthesiszh_TW
dc.subjectSalmycinen_US
dc.subjectSynthesisen_US
dc.titleSynthesis of Three Essential Components of Salmycin: D-hexo-, D-heptopyranoses and Danoxaminezh_TW
dc.titleSynthesis of Three Essential Components of Salmycin: D-hexo-, D-heptopyranoses and Danoxamineen_US
dc.typeThesisen_US
dc.contributor.department應用化學系碩博士班zh_TW
Appears in Collections:Thesis