In this work we propose the synthesis of thiazolidine and bisthiazolidine derivatives, and the structure of these compounds were studied using elemental analysis, IR, 1 H-NMR and 13 C-NMR spectroscopy. Tautomeric properties and conformations were investigated by semi-empirical AM1, MNDO and PM3, and ab initio calculations to illustrate the conformational analysis. All calculations lead to the same result that the keto-form is energetically favored.