Study of diastereomeric thioureas formed with a new chiral derivatizing agent

(1S,2S)-1,3-Diacetoxy-1-(4-nitrophenyl)-2-propyl isothiocyanate ((S,S)-DANI ) was recently introduced as a new chiral derivatizing agent for the enanti oseparation of amino compounds. In the present study, diastereomeric deriva tives of racemic amino acids were formed with (S,S)-DANI. The thioureas pro duced were distinguished by means of infrared spectroscopy, theoretical cal culations and high-performance liquid chromatography. The differences obser ved between the corresponding diastereomers by the independent methods are considered to prove the applicability of the new reagent in the field of en antiomer separation.