Optical Resolution by Preferential Crystallization of 1,1,3,3-Tetramethylbutylammonium Salt of N-Formyl-DL-α-phenylglycine

Article abstract of DOI:10.1246/bcsj.60.661

Infrared spectrum, solubility, and ternary phase diagram of solubility indicated that 1,1,3,3-tetramethylbutylammonium salt (DL-TMB salt) of N-formyl-DL-α-phenylglycine is a conglomerate.In order to resolve DL-TMB salt efficiently, crystallization of D- and L-TMB salts was examined by free energy of critical nucleation in supersaturated solutions.Successive preferential crystallization of DL-TMB salt was experimented at 10 deg C for racemic solution in ethanol with the degree of supersaturation of 130percent, and D- and L-α-phenylglycine with 100percent optical purity were obtained from pure D- and L-TMB salts.