Journal of the Japanese Association for Crystal Growth
Online ISSN : 2187-8366
Print ISSN : 0385-6275
ISSN-L : 0385-6275
Optical Resolution of Racemic Compound by Cooling Crystallization(<Special Issue>Crystal Growth and Chirality)
Norihito DokiKaoru OgawaShigeko SasakiMasaaki YokotaKenji Shimizu
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2008 Volume 35 Issue 1 Pages 31-36

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Abstract
We review two methods of optical resolution using the crystal size difference between D- and L-crystals. As a first optical resolution technique, seeded cooling crystallization was performed with the L-Asn seeds of large size and the D-Asn seeds of small size. This method was experimentally proved as a useful method. The product crystals had a bi-modal distribution. The large crystals were L-Asn of 100 % purity and the small crystals were D-Asn of 100 % purity. As a second optical resolution technique, a "tailor-made" additive was used as a separation agent. As a model chiral compound, the conglomerate of asparagine was examined. By a batch cooling operation, the primary nucleation of L-Asn was delayed significantly by adding L-Cysteine at 5 mol %, while that of the other enantiomer, D-Asn, remained almost unchanged. The distribution of the product crystals was found to be bi-modal. The large crystals were D-Asn with 100 % optical purity.
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© 2008 The Japanese Association for Crystal Growth
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