(s) - Heterocyclic Butane -2 - Carboxylic Acid

L-Azetidine-2-carboxylic acid, also named (S)-Azetidine-2-carboxylic acid, commonly named L-Aze, was first isolated in 1955 by Fowden from Convallaria majalis and was the first known example of naturally occurring azetidine. As a constrained amino acid, (S)-Azetidine-2-carboxylic acid has found many applications in the modification of peptides conformations and in the area of asymmetric synthesis, which include its use in the asymmetric reduction of ketones, Michael additions, cyclopropanations, and Diels-Alder reactions.In this dissertation, five ways for synthesize (S)-Azetidine-2-carboxylic acid were studied. After comparing all methods, the way using L-Aspartic acid as original material for synthesize (S)-Azetidine-2-carboxylic acid was considered more feasible. All mechanisms of the way's reaction have also been studied. At last, the application and foreground of (S)-Azetidine-2-carboxylic acid were viewed.The structures of the synthetic products were characterized by Thermal Gravity-Differential Thermal Analysis (TG-DTA), Infrared Spectroscopy (IR), Mass Spectra (MS) and ~1H Nuclear Magnetic Resonance (~1H-NMR). Results showed that: the structures and performances of the products conformed to the anticipation; the yield of each reaction was more than 70%. These can conclude that the way using L-Aspartie acid as original material for synthesize (S)-Azetidine-2-carboxylic acid is practical and effective.