OPTICAL RESOLUTION BY PREFERENTIAL CRYSTALLIZATION OF (RS)-2-AMINO-3-CHLOROPROPANOIC ACID HYDROCHLORIDE

The racemic structures of (RS)-2-amino-3-chloropropanoic acid [(RS)-AC P] and (RS)-2-amino-3-chloropropanoic acid hydrochloride [(RS)-ACP . H Cl] were examined to obtain (R)- and (S)-ACP via optical resolution by preferential crystallization. The melting point, infrared spectrum, s olubility, and ternary solubility diagram suggested that (RS)-ACP . HC l exists as a conglomerate and that (RS)-ACP forms a racemic compound. Optical resolution by preferential crystallization of (RS)-ACP . HCl was successfully achieved to yield (R)- and (S)-ACP . HCl. Optically p ure (R)- and (S)-ACP were obtained from the purified (R) and (S)-ACP . HCl, respectively. (C) 1996 Wiley-Liss, Inc.