育亨賓D、E環(huán)中間體6-甲氧基-5-氰基異喹啉的合成研究.pdf

1、大連理工大學(xué)碩士學(xué)位論文育亨賓D、E環(huán)中間體6甲氧基5氰基異喹啉的合成研究姓名：陳有剛申請(qǐng)學(xué)位級(jí)別：碩士專業(yè)：應(yīng)用化學(xué)指導(dǎo)教師：趙德豐周新銳20050601育亨賓D、E環(huán)中聞體6甲氧基5一氰基異喹啉的合成研究SynthesisofintermediateofyohimbineD、Epart一6methoxyisoquinoline5carbonitrileAbstractThispaperbelongstoonepartofresear

2、chofyohimbinealkaloidYohimbineisoneofthemostimportantcomplexindolealkaloidtypes，whichoccursnatruallyinthebarkofmanyrubiaceoustreesThisalkaloidwasfirstisolatedfromakindoftreenamedyohimbainAfrica，whichisthenameyohimbinecam

3、efromYohimbinehasextensivepharmacologicalpropertiesInancienttimestheAfricannatives，whoeatenthebarkoftreesthatcontainyohimbine，regardeditasapotentaphrodisiacModemmedicinalresearchrevealedthatyohimbinehasnotonlynotableeffe

4、ctoncuringmaleerectiledysfimctionbutalsemarkableeffectonheartdiseaseandevenondietYohimbinehasbeenisolatedandcharacterizedoveracentury，sincethen，manyresearchworkofsynthesisofthiscomplexindolealkaloidhasbeenpublishedHoweve

5、r，thereWasriopaperaboutitssynthesisinchinaWithreferencetotherelatedforeignliteratures，wedecidedtoputthesynthesisofyohimbineonourscheduleanddesignroutineAccordingtothewholedesignedroutine，inthispaper，wesynthesizedtheinter

6、mediate——6一methoxyisoquinoline5carbonitrileofD、EpartofyohimbineThefinalproductWascharacterizedwith1HNMR，MSandIRWesynthesizedthetargetcompoundsstartingwitllbenzaldehydewhichundergoes11stepsincludingnitrationreduction，Shif

7、tbasereaction，PictetSpenglerreaction，bromination，cyanidationdehydrogenationandSOonwithanoverallyield26％Thisroutineisreasonableandapplicableforthesynthesisof6methoxyisoquinoline5carbonitrilewithavailableregents，mildcondit