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Study On Synthesis Of Halosucrose And Mechanism Of Sweet Taste

Posted on:2008-10-08Degree:MasterType:Thesis
Country:ChinaCandidate:Z S WuFull Text:PDF
GTID:2121360215987881Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
6,1',6'-Trity1-2,3,4,3',4'-pentaacetyl sucrose, intermediate of high-intensiveSweetener—4, 1',6'-trichlorosucrose(sucralose), was synthesized by two-stageprocess, and was characterized by, IR, 1HNMR, optical rotation and X-raydiffraction.Halosucrose, a further processed product of sucrose, was usually synthesizedby selective protection, deprotection and chloronation. 4-chlorosucrose and4,1'-dichlorosucrose was obtained by using sucralose as crude material, suitabledesiccant and alkali. Those compounds were characterized by 1HNMR,13CNMRand element analysis.6'-iodo-4,1'-dichlorosucrose was synthesized by Finkelstein Reaction, whichis a useful method to synthesis halogenated compound. The reaction time wasshortened and the yield of the product was increased when DMSO or DMF wasreplaced by new solvent—HMPT.AH-B-X theory and a multipoint attachment theory are the authoritativesweetness theories. The model of halosucroses has been established by comparingsingle-crystal structure and simulated structure, and the mechanism of sweet tastewas studied. The results showed that: the sweetness relates to the amount ofAH-B-X, the more, the sweeter; Strong enhancement of sweetness of sucrosederivatives must have D and G in a multipoint attachment theory, and SupplyBD≌BG.
Keywords/Search Tags:halosucrose, Finkelstein method, desiccant, mechanism of sweet taste, multipoint attachment theory
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