新型甜味劑—蔗糖鹵代脫氧衍生物的研究.pdf

1、大連理工大學碩士學位論文新型甜味劑—蔗糖鹵代脫氧衍生物的研究姓名：李鵬飛申請學位級別：碩士專業(yè)：應用化學指導教師：李宗石20060601堊塑!!塹型塑墮童!：墮塑墮!!壁墨塹塵塑盟嬰塞TheStudyonNovelSweetenerofHalodeoxySucroseDerivativesAbstractAsintensesweetenerofthenewgeneration，sucralosehashighdegreeandgoodc

2、haractersofsweetness，highsafetyandstabilityinphysical—chemicalproperties，whichcanavoidtheproblemsexistingintheapplicationsofothersweetenersDuetoitsexcellentproperties，sucraloseisregardedasthehi【ghestaccomplishmentofinten

3、sesweeteneruptonowandappliedwidelyinthefoodindustryThesynthesisofsucraloseisstudiedSucraloseissynthesizedviaperprotectionreactionwithsucroseasrawmaterialSucroseistreatedwithtritylchlorideinpyridineatroomtemperaturetoprot

4、ectthehydroxygroupsatthepositionsofC6，Cl7，C一6’inthesucrosemoleculeThenaceticanhydrideisusedtoprotecttheresidualhydroxygroupstogiveTRISPA4PASispreparedfromTRISPAindichloromethanecontainingaceticacidwithhydrochloricacidasc

5、atalyst4PASreactswithaceticacidinmethylisobutylketonetoget6PASafteracetylmigrateonThechlorinationof6PASiscarriedoutinpyridinewithtriphenylphosphinecarbontetrarchlorideaschlorinationreagenttogiveTOSPADe—acetylationofTOSPA

6、takesplaceinthemethanolcontainingsodiummethoxidetogetsacraloseTheorthogonaltextisdesignedineachsteptooptimizethereactionconditionsAndtheoptimizationsoftechnologicalparametersandcatalysthavebeengainAlltheintermediatesarec

7、haracterizedviamassspectrogram，IRand。HNMRThepropertiesofsynthesizedsucralosearetested，whichaccordwiththecriterionsOnthisbasisthesweetnessmechanismof4holo一4deoxy—sucraloseisdiscussedThesynthesisof4chloro一4deoxysucralose(I

8、tis2200timesthesweetnessofsucrose)isdicribedSucraloseistreatedwithtertbutyldiphenylsilylchloridetoprotect6OH，thenepoxidationbyisopropylazodicarboxylate—triphenylphosphine，esterificationviaaceticanhydride—pyridine，deprote

9、ctionoftert—butyldiphenylsilylandesterification，additionwithlithiumchlorideandesterificationanddeprotectioninmethanolsodiummethylatetogive4chloro一4deoxy—sucraloseBymassspectrogram，IRand1HNMR，4chloro4deoxysucraloseischara