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Optical resolution by preferential crystallization of (RS)-2-amino-3-chloropropanoic acid hydrochloride
Authors:Tadashi Shiraiwa  Hideya Miyazaki  Masanori Ohkubo  Atsushi Ohta  Akio Yoshioka  Toshiki Yamane  Hidemoto Kurokawa
Abstract:The racemic structures of (RS)-2-amino-3-chloropropanoic acid [(RS)-ACP] and (RS)-2-amino-3-chloropropanoic acid hydrochloride [(RS-ACP·HCl] were examined to obtain (R)- and (S)-ACP via optical resolution by preferential crystallization. The melting point, infrared spectrum, solubility, and ternary solubility diagram suggested that (RS)-ACP·HCl 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 pure (R)- and (S)-ACP were obtained from the purified (R)-and (S)-ACP·HCl, respectively. © 1996 Wiley-Liss, Inc.
Keywords:optical resolution  conglomerate  preferential crystallization  optically active 2-amino-3-chloropropanoic acid
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