Síntese de derivados de aminoácidos contendo selênio ou telúrio miméticos da enzima glutationa peroxidase

Abstract

This work presents the synthesis of aminoacid derivatives containing selenium or tellurium. The synthetic strategy employed herein afforded the target compounds in a two-step route. Besides, it awarded a modular characteristic to the products, allowing a quick synthesis of a small library of new compounds with high structural diversity. The synthetic approach employed the amide bond formation between bromocarboxylic acids 1a-c and L-valine and L-phenylalanine methyl ester 2a and 2b respectively. The bromoacetic acid 1a, 3-bromopropionic acid 1b and 4- bromobutyric acid 1c were treated with base and ethyl chloroformate to produce the mixed anhydride in situ, which was then reacted with the aminoesters to form the key intermediates 3a-e in high yields. [...]