Synthesis and in solution behaviour of new 2-substituted-4-thiazolidinecarboxylic acid derivatives

Article abstract of DOI:10.1002/jhet.5570260313

A number of 2-substituted-4-thiazolidinecarboxylic acid derivatives were synthesized by cyclocondensation of L-cysteine or its esters with various aldehydes, resulting from acids provided with antiinflammatory properties. In the cyclocondensation a new chiral center at C-2 position of thiazolidine ring is formed giving rise to a mixture of diastereoisomers which can be partially separated. These diastereoisomers show in solution a fast epimerisation at the same chiral center as evidenced by ¹H-nmr studies.