具有光學(xué)活性的1，3-氧氮雜環(huán)環(huán)己烷骨架化合物的全合成研究.pdf

1、河南科技大學(xué)碩士學(xué)位論文具有光學(xué)活性的1，3氧氮雜環(huán)環(huán)己烷骨架化合物的全合成研究姓名：劉廣輝申請(qǐng)學(xué)位級(jí)別：碩士專業(yè)：高分子化學(xué)與物理指導(dǎo)教師：尹衛(wèi)平馬軍營(yíng)20080501Subject:ResearchonTotalSynthesisofNovelFramewkCompoundsContainingOpticalActivity13oxazacyclohexaneSpecialty:MacromoleculeChemistryPhysi

2、csName:LiuGuanghuiSupervis:YinWeipingMaJunyingABSTRACTThecompoundscontaining13oxazacyclohexaneskeletonholdbothbiologicaldrugactivitiesthefundamentalframewksofeffectivecomponentsinsomenaturaldrugssynthesizeddrugs.Manydrug

3、scontainingthestructureof13oxazacyclohexanedemonstratedsuchdrugactivitiesasantivirusantitumenzymeinhibition.AnovelbiologicalactivityalkaloidchiralcompoundhadbeenseparatedfromtheseedoilofCelastrusangulatusMaxin1999neverre

4、ptedaboutthechemicalcomponentsimilarwiththechiralcompounduntilnow.Ontheresearchofbiologicalactivitytheresultdemonstratedthatthiscompoundholdbetteralternativeactivityofanticancer(whichisedbytheNCIofUSA)couldbeextensiveuse

5、dindrugfield.Itisplanedthatthisresearchshoulddesignaneffectivesyntheticroutethroughretrosyntheticanalysisobtainatotalsynthesiswithchiralmaterials.Theroutetheexpectedresultsareasfollows:1.Asnucleophilicadditionreactionche

6、apmaterialofLmethioneneIodomethanereactedinsolventofproptionatedestilledwatermethanoldimethylsulfidewaseliminatedinweakalkalinemediumachiralsyntheticmoleculeLhomoserinewasobtainedthroughcrystallization.2.AttheBOCprotecte

7、daminoofLhomoserineusedIdomenthaneasesterificationreagentwasobtainedNBOCLhomoserinementhylester.3.PyrrolealdehydewassynthesizedusingthematerialsofDMFpyrrolePOCl3insolventofCH2Cl2afteraseriesofnucleophilicadditioneliminat

8、ionreactioncolumnseparationcrystallization.4.UnderannitrogenatmosphereusingthematerialsofsyntheticpyrrolealdehydeLhomoserinethesolventofabsolutelyanhydrousmethanolthecatalystsofLiOH3H2Oafternucleophilicadditionintermolec