资源描述：
《synthesis and characterization of the tetrazole analogues of α-amino acids》由会员上传分享，免费在线阅读，更多相关内容在教育资源-天天文库。
1、SynthesisandCharacterizationoftheTetrazoleAnaloguesofα-AminoAcidsChineseChemicalLettersVo1.17,No.12,PP1537—1539,2006http://www.imm.ac.cn/joumal/cc1.htmlSynthesisandCharacterizationoftheTetrazoleAnaloguesof0【.AminoAcidsYanMinHUO,GenHuLEI,YinMaoWEI,XiaoHuiZHENG1537DepartmentofChemistry,N
2、o~hwestUniversity,Xi'an710069ResearchandEngineeringCenterofModernizationofChineseMedicine,No~hwestUniversity,Xi'an710069Abstract:Thetetrazoleanalogueshavebeensynthesizedfromfluorenylmethoxycarbonyl(Fmoc)-protectedarainoacidsby.HPLC.MS.HNM"othreMeRst.epsThestructuresoftheanalogueswerech
3、aracterizedbyRandCNKeywords:Synthesis,tetrazole,aminoacid.Tetrazoleshavefoundwideapplicationsincoordinationchemistry,medicinalchemistryandmaterialscience.Especially,whenthetetrazolemoietyisservedasasurrogateforterminalcarboxylicacidresidues,thepeptideshavebeenpresentedsomepharmacolo—gi
4、callyactiveproperties.Theyhavebeenappliedinmedicinalareassuchasanti—bacterials.anticancerandtreatmentforheartdisease.Furthermore.tetrazole1igandcancoordinatewithtransitedmetaleasilyandsteadily.So.itisimportanttoexploreitspropertiesandsynthesismethods.Sofarthereareseveralsyntheticstrate
5、giesreportedduringthepastdecades.DemkoandSharplesshavereportedanenviron—mentallymendlysyntheticmethodoftetrazoles.inwhichthestartingmaterialsarecarboxybenzyloxy(Cbz)一protectedaminoacids.Insomecases,deprotectedtetrazoleanaloguesarenecessarytosynthesizetheusefulcompound,suchaspeptidederi
6、vativeswithtetrazoleanaloguesinC—terminalposition..However,theresultedCbz—protectedtetrazolearefoundtobedifficulttocleavetheprotectedgroup.SO,intIlisreport.thetetrazoleanaloguesweretriedtosynthesizefromFmoc—protectedaminoacids,whichiseasilytocleavetheprotected—group.byamodificationofDe
7、mkoandSharpless'method.ThetetrazoleanalogueshavebeenachievedfromScheme1.Amides'andamino.nitriles.canbepreparedintheftrsttwostepswithhighyields.But,thereactiontimeofthethirdstepisrelatively1ongerandtheyieldsoftetrazoleproductsarelowerthanthatwitIlCbz.protectedaminoacidbyDemkoandSharpl
