Study On The Synthesis Of Cycolpentene Derivatives Based On IMCR And Synthesis Of Novel Dipeptide Of Pyrazinylfomyl-L-Phenylalanyl-L-Leunitrile

Isocyanide-based multicomponent reaction （IMCR）, such as the Passerini reactionand the Ugi reaction, is very useful for the diversity-oriented synthesis of collections ofcompounds, which is widely used to synthesize complicated molecules and establishcompound libraries. Based on the outstanding position of IMCR, a novel method isdescribed in this paper to synthesis cycolpentene derivatives via a addition reactionbetween the zwitterions formed by isocyanide and arylidene malononitrile and thezwitterions generated by DABCO and arylidene malononitrile in situ at the same time.Polypeptides are the chains of amino acids with high activity and diversity, whichmolecular structures are between proteins and amino acids and important carriers andtransport tools in organism. Polypeptide drugs are important medicines that exhibit awide range of biological activities. In this paper, two novel dipeptide compounds withpotential application for medicine are synthesized using mixed anhydride method fromL-leucine available.In the first chapter, we summarized detailedly multicomponent reactions,isocyanides, isocyanide-based multicomponent reactions and introduced the polypeptides,polypeptides drugs. And the synthesis of polypeptides was also summarized concisely.In chapter two, ten new multisubstituted cyclopentene derivatives were synthesizedderived from isocyanide, aldehyde and malononitrile. The reaction condition wasoptimized and the optimal condition was reacted in acetonitrile at0oC in the presence of DABCO.At last, in chapter three that two novel dipeptides were synthesized derived from andL-leucine commercial available by multi-step reaction using mixed anhydride method. Inacylation reaction, the optimal condition was n （amino acid）: n （Et₃N）: n （ClCOOEt）=1:1.5:1.5; in catalytic hydrogenation, the optimal condition was reacted with30%catalystfor30min. Under the optimal condition, four novel dipeptides were obtained.All the new compounds synthesized were characterized by by IR,¹H NMR,¹³CNMR and HR-MS for their structures. The probable mechanism was suggested and anunambiguous molecular structure of one of the new compounds was determined by X-raydiffraction analysis to support the mechanism.