- 著者
-
Hiroyasu Sato
Norihito Doki
Masaaki Yokota
Kenji Shimizu
Shingo Yano
- 出版者
- The Society of Chemical Engineers, Japan
- 雑誌
- JOURNAL OF CHEMICAL ENGINEERING OF JAPAN (ISSN:00219592)
- 巻号頁・発行日
- vol.48, no.11, pp.903-908, 2015-11-20 (Released:2015-11-20)
- 参考文献数
- 13
- 被引用文献数
-
1
A new optical resolution method is proposed in which one enantiomer of a racemic mixture is replaced with a tailor-made additive, and the displaced enantiomer is crystallized. DL-Aspartic acid (Asp) was examined as a model racemic compound. First, L-Asp crystallization was examined in the presence of L-asparagine (Asn) or D-Asn. The effect of Asn was chirality-specific; L-Asn specifically replaced some of the L-Asp in the crystal lattice and solid solutions of L-Asp with L-Asn formed. Secondly, DL-Asp crystallization was examined in the presence of L-Asn, and the obtained crystals were solid solutions of DL-Asp with L-Asn partially replacing L-Asp in the DL-Asp crystal lattice. Finally, crystallization of the L-Asp in the filtrate of the DL-Asp crystallization in the presence of L-Asn was examined. The obtained crystals were a mixture of solid solutions of L-Asp with L-Asn and solid solutions of DL-Asp with L-Asn. Moreover, when D-Asn was added to the DL-Asp crystallization, a mixture of solid solutions of D-Asp with D-Asn and solid solutions of DL-Asp with D-Asn was crystallized from the filtrate. These results show that racemic compounds could be resolved by the proposed method.