The Synthesis Of Phenyl Glycine Derivatives More Functional Groups

The whole thesis consists of three parts. In part one, we reviewed the generation of aza-ortho-xylylenesand its utilization in organic synthesis briefly.Part two is sythetic study of aza-ortho-xylylenes. We found a new method of sythesis phenylglycinederivatives which has not been reported. By using various phenols to react with ethyl glyoxalate, then itsreaction with various animes（n-propylamine, allylamine, aniline, benzylamine, α-phenethylamine,morpholine, diethylamine, pyrrolidine） all generated henylglycine derivatives. We confirmed the product’sstructure under normal condition by using¹H-NMR,¹³C-NMR, HRMS and IR spectroscopy. And in thisresearch we optimized the key reaction condition, experimented various synthetic methods and discussedfor it, produced a new approach to sythesis phenylglycine’s application in organic synthesis.Part three is synthesis of poly-substituted phenylglycine derivatives. In this part we applied a newmethod which using poly-substituted phenols react with ethyl glyoxalate, then by selective protection ofphenolic hydroxylgroup and halogenation of alcoholic hydroxyl group, the resulting halide subsequentlyreacted with various amines（primary and secondary） to give phenylglycine derivatives. And weattempted to change reaction conditions in order to controll the percentage of the two stereoisomers. Thismethod could be a new way in phenylglycine’s synthesis.