Optical resolution of racemic α-hydroxycarboxylic acids on a dynamic chiral stationary phase derived from (S)-leucinol by ligand exchange chromatography

Bulletin of the Korean Chemical Society

Volumn 25, Issue 11, 2004, Pages 1707-1710

  Hyun, Myung Ho ^a   Kim, Jung In ^a   Cho, Yoon Jae ^a   Ryoo, Jae Jeong ^b  

^a Pusan National University   (South Korea)

^b Kyungpook National University   (South Korea)

Author keywords

2 Hydroxycarboxylic acid; Dynamic chiral stationary phase; Enantiomer separation; Ligand exchange chiral stationary phase

Indexed keywords

CARBOXYLIC ACID DERIVATIVE; HYDROXYL GROUP; LEUCINE; LEUCINOL; UNCLASSIFIED DRUG;

AQUEOUS SOLUTION; ARTICLE; CHEMICAL STRUCTURE; CHIRALITY; DIASTEREOISOMER; ENANTIOMER; ION EXCHANGE CHROMATOGRAPHY; MOLECULAR RECOGNITION; OPTICAL ROTATION;

EID: 10644233818     PISSN: 02532964     EISSN: None     Source Type: Journal    
DOI: 10.5012/bkcs.2004.25.11.1707     Document Type: Article

References (30)

1. (a) A Practical Approach to Chiral Separation by Liquid Chromatography; Subramanian, G., Ed.; VCH: Weiheim, 1994;
2. (b) Ahuja, S. Chiral Separations by Chromatography; Oxford University Press: American Chemical Society, Washington, D.C., 2000;
3. (c) Aboul-Enein, H. Y.; Ali, I. Chiral Separations by Liquid Chromatography and Related Technologies, Chromatographic Science Series Vol. 90; Marcel Dekker, Inc.: New York, 2003.
4. Okamoto, Y.; Kawashima, M.; Hatada, K. J. Am. Chem. Soc. 1984, 237, 473.
5. Ward, T. J.; Armstrong, D. W. J. Liq. Chromatogr. 1986, 9, 407.
6. Armstrong, D. W.; Tang, Y.; Chen, S.; Zhou, Y.; Bagwill, C.; Chen, J. R. Anal. Chem. 1994, 66, 1473.
7. (a) Hyun, M. H.; Cho, Y. J.; Jin, J. S. J. Sep. Sci. 2002, 25, 648.
8. (b) Lee, W.; Baek, C.-S.; Lee, K. Bull. Korean Chem. Soc. 2002, 23, 1677.
9. (c) Hyun, M. H.; Min, H. J.; Cho, Y. J. Bull. Korean Chem. Soc. 2003, 24, 911.
10. (a) Pirkle, W. H.; Welch, C. J.; Lamm, B. J. Org. Chem. 1992, 57, 3854.
11. (b) Hyun, M. H.; Cho, Y. J.; Baik, I.-K. Bull. Korean Chem. Soc. 2002, 23, 1291.
12. (a) Davankov, V. A. Enantiomer 2000, 5, 209.
13. (b) Kurganov, A. J. Chromatogr. A 2001, 906, 51.
14. (c) Davankov, V. A. J. Chromatogr. A 2003, 1000, 891.
15. (a) Hyun, M. H.; Lim, N.-E.; Choi, S.-N. Bull. Korean Chem. Soc. 1991, 12, 594.
16. (b) Hyun, M. H.; Ryoo, J.-J.; Lim, N.-E. J. Liq. Chromatogr. 1993, 16, 3249.
17. (c) Hyun, M. H.; Yang, D. H.; Kim, H. J.; Ryoo, J.-J. J. Chromatogr. A 1994, 684, 189.
18. (d) Hyun, M. H.; Ryoo, J.-J. J. Liq. Chromatogr. Rel. Technol. 1996, 19, 2635.
19. (a) Hyun, M. H.; Han, S. C.; Lee, C. W.; Lee, Y. K. J. Chromatogr. A 2002, 950, 55.
20. (b) Hyun, M. H.; Han, S. C.; Whangbo, S. H. J. Chromatogr. A 2003, 992, 47.
21. (c) Hyun, M. H.; Han, S. C. Whangbo, S. H. Biomed. Chromatogr. 2003, 17, 292.
22. (d) Hyun, M. H.; Whangbo, S. H.; Cho, Y. J. J. Sep. Sci. 2003, 26, 1615.
23. Coppola, G. M.; Schuster, H. F. α-Hydroxy Acids in Enantio-selective Syntheses; Wiely-VCH: Weinheim, 1997.
24. (a) Hyun, M. H.; Min, C.-S. Bull. Korean Chem. Soc. 1989, 10, 578.
25. (b) Hyun, M. H.; Kang, M. H.; Han, S. C. J. Chromatogr. A 2000, 868, 31.
26. (a) Gubitz, G.; Mihellyes, S. Chromatographia 1984, 19, 257.
27. (b) Katoh, H.; Ishida, T.; Baba, Y.; Kiniwa, H. J. Chromatogr. A 1989, 473, 241.
28. (c) Gubitz, G.; Mihellyes, S.; Kobinger, G.; Wutte, A. J. Chromatogr. A 1994, 666, 91.
29. (d) Chilmonczyk, Z.; Ksycinska, H.; Cybulski, J.; Rydzewski, M.; Les, A. Chirality 1998, 10, 821.
30. Davankov, V. A.; Bochkov, A. S.; Kurganov, A. A.; Roumeliotis, P.; Unger, K. K. Chromatographia 1980, 13, 677.