Optical Resolution of (RS)-Mercaptosuccinic Acid and Syntheses of Four Stereoisomers of 2-Amino-3-1 (1, 2-dicarboxyethyl) sulfanyl) propanoic Acid.

T Shiraiwa, M Ohkubo, M Kubo, H MIYAZAKI…

Index: Shiraiwa, Tadashi; Ohkubo, Masanori; Kubo, Motoki; Miyazaki, Hideya; Takehata, Masaki; Izawa, Hisashi; Nakagawa, Kazuo; Kurokawa, Hidemoto Chemical and Pharmaceutical Bulletin, 1998 , vol. 46, # 9 p. 1364 - 1369

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Citation Number: 10

Abstract

To synthesize four stereoisomers of 2-amino-3-[(1, 2-dicarboxyethyl) sulfanyl] propanoic acid (ADC),(RS)-mercaptosuccinic acid [(RS)-MSA] was optically resolved using (1S, 2S)-2- amino-1-phenyl-1, 3-propanediol and (R)-and (S)-1-phenylethylamine as resolving agents to yield (R)-and (S)-MSA with optical purities of 100%. In addition, the racemic structures of 1- propylammonium and 1-butylammonium salts of (RS)-MSA were examined based on ...