α,β-不饱和氨基酸酯类化合物的合成与表征

Synthesis and Characterization of α,β-Dehydroamino Acid Esters

以芳香醛、乙酰甘氨酸、马尿酸等为原料合成了8种噁唑酮类化合物,然后经催化醇解反应,以62.5%~94.1%的收率得到α,β-不饱和氨基酸酯类化合物,并利用核磁共振谱(~1H NMR、^(13)C NMR)表征了产物的分子结构.研究了反应温度、催化剂及取代基的不同对产物收率的影响.结果表明,化合物3在100℃,100%(mol/mol)无水乙酸钠催化下反应最佳,吸电子取代基更有利于该反应.化合物4在室温条件下三乙胺催化反应效果最佳.

Eight kinds ofα,β-dehydroamino acid esters were synthesized via triethylamine-catalyzed ring-opening methanolysis of azlactones with 62.5%~94.1%yields,which was synthesized from aromatic aldehydes and acetylglycine(or hippuric acid).The structure of the target compounds were characterized by NMR.The effects of the temperature,catalyst and different substituents on the yield of compound 3 were studied.The optimum reaction conditions for the synthesis of compound 3 were obtained in 100℃and 100%(mol/mol)anhydrous sodium acetate.The electron withdrawing group was more conducive to the reaction.Triethylamine was the best catalyst of compound 4 at room temperature.