Optical Resolution by Replacing Crystallization of (RS)-4-Thiazolidinecarboxylic Acid with L-Amino Acids as Cosolute

Article abstract of DOI:10.1246/bcsj.65.267

The optical resolution by replacing crystallization of (RS)-4-thiazolidinecarboxylic acid <(RS)-THC> was carried out with coexisting eight L-amino acids and the effect of the latter was examined.L-Isoleucine and L-cysteine as the cosolute led to preferential crystallization of (R)-THC from an aqueous solution of (RS)-THC, whereas the other L-amino acids gave (S)-THC.L-Cys, L-threonine, L-4-hydroxyproline , and L-serine as the cosolute seemed to give better selectivity for crystallization of one enantiomer than L-Ile, L-valine, L-proline, and L-alanine.The optical resolution with L-Hyp was successfully achieved and suggested a possibility of successive optical resolution to give both (R)- and (S)-THC.