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1、東南大學(xué)碩士學(xué)位論文(S)3羥基γ丁內(nèi)酯及其衍生物(S)1,2,4丁三醇的合成研究姓名:蔡征宇申請(qǐng)學(xué)位級(jí)別:碩士專業(yè):應(yīng)用化學(xué)指導(dǎo)教師:劉舉正王明亮20040401東南大學(xué)頌學(xué)位論文Abstract(S)。3hydroxybutyrolactoneanditsderivative(S)1,24butanetriolareimportantbuildingblocksofasymmetricsynthesisandkeyintermedi

2、atesinthesynthesisofAtorvatitatin,L—camitine,ItlV一1proteaseamperanavirandothermedicinesaswell,SO,studiesontheirsynthesisareofgreatpracticalsignificance11lesynthesisof(s)3一hydroxybutyrolactoneand(s)1,24butanetriolarethema

3、jorworkofthisworkThefinalproductischaracterizedbyrotation,HNMRandIRwhichshowthatresultantsaretheobiectiveproducts(S)_3hydroxybutyrolactonehasbeensynthesizedbydecomposingofhexoseAndthatisgoodforenvironmentandofpromisingpr

4、ospectforapplicationWithsodiumhydroxideandhydrogenperoxidebeingtheoxidizer,maltosewasoxidizedanddecomposedinto(S)3,4一dihydroxyl—butyricacid,whichwascycledandesterifiedtoobtains3一hydroxybutyrolactoneThefinalproductwaspuri

5、fiedbyflashchromatography(S)一3hydroxybutyrolactonehasbeensynthesizedbythewaythatL—malilcacidisanhydridised,esterified,andreducedbyNaBH4followedbyhydrationmadcyclinginto(S)一3一hydroxybutyrolactoneEffectsofcatalyst,dosageof

6、solvent,additionofrawmaterials,reactiontimeandtemperatureonproductyieldarestudiedTheoptimumreactionconditioninwhichtheyield“WaSupto79%isdeterminedTheroutehasadvantagesoffewbyreaction,highyieldandeasyoperation(S)1,2,4buta

7、netriolhasbeenproducedusingLmalicacidasrawmaterialDimetyl一LmalicesterthatisproductofesteriflcationofL—malicacidandmethanolisreducedbyNaBHaandLithiumchloridefollowedbyseparationandpurificationtoobmined(s)一1,2,4一butanetri0

8、1(s)一1,2,4butanetriolwasanalyzedbyHPLCResultsindicatedthatthepurityis9467%withtheyieldupto68%Someimprovementsinseparationprocesshasbeendoneinordertoincreasetheproductpurity,andsimplificationoftheopeamtionmakestheroutegof

9、orwardonesteptoindustrialization(s)1,2,4butanetriolhasbeensynthesizedwith(s)一3hydroxybutyrolactoneasrawmaterialBeingmothermaterialforthefirsttime,(s)一3一hydroxybutyrolactoneisreducedbyNaBH4thatwasmildandofhighreactionsele

10、ctivitytoproduce(S)1,2,4butanetri01Effectsofadditionorderandmolarratioofrawmaterials,reactiontimeandtemperatureonproductyieldareinvestigatedThebetterreactionparameters,inwhichtheyieldismorethan82%,aredeterminedTherouteis

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