Preparation of a new chiral stationary phase based on (2S,3S)-O,O′- bis-(10-undecenoyl)-N,N′-bis-(3,5-dinitrobenzoyl)-2,3-diamino-1, 4-butandiol and its application for the liquid chromatographic resolution of enantiomers

Bulletin of the Korean Chemical Society

Volumn 27, Issue 11, 2006, Pages 1769-1774

  Myung, Ho Hyun ^a   Chang, Jin Boo ^a   Hee, Jung Choi ^a   Yun, Kyoung Kim ^a   Bu, Sung Kang ^a   Hyun, Ju Ha ^a   Min, Ki Choi ^a   Tan, Guanghui ^a  

^a Pusan National University   (South Korea)

Author keywords

Chiral stationary phase; Enantiomer separation; Liquid chromatography

Indexed keywords

AMINO ACIDS; DERIVATIVES; DRUG PRODUCTS; LIQUID CHROMATOGRAPHY; NITROGEN COMPOUNDS;

CHIRAL STATIONARY PHASE; ENANTIOMER SEPARATION; ENANTIOMERS; RACEMIC ANILIDE;

ALCOHOLS;

EID: 33751356905     PISSN: 02532964     EISSN: 12295949     Source Type: Journal    
DOI: 10.5012/bkcs.2006.27.11.1769     Document Type: Article

References (26)

1. (a) Miwa, T.; Ichikawa, M.; Tsuno, M.; Hattori, T.; Miyakawa, T.; Kayano, M.; Miyake, Y. Chem. Pharm. Bull. 1987, 35, 682.
2. (b) Allenmark, S. J. Liq. Chromatogr. 1986, 9, 425.
3. Okamoto, Y.; Kawashima, M.; Hatada, K. J. Am. Chem. Soc. 1984, 106, 5357.
4. Ward, T. J.; Armstrong, D. W. J. Liq. Chromatogr. 1986, 9, 407.
5. (a) Armstrong, D. W.; Tang, Y.; Chen, S.; Zhou, Y.; Bagwill, C.; Chen, J. R. Anal. Chem. 1994, 66, 1473.
6. (b) Ward, T. J.; Farris, A. B. J. Chromatogr. A 2001, 906, 73.
7. (a) Hyun, M. H.; Kang, M. H.; Han, S. C. J. Chromatogr. A 2000, 868, 31.
8. (b) Hyun, M. H.; Cho, Y. J.; Choi, H. J.; Lee, K. W. Bull. Kor. Chem. Soc. 2004, 25, 1977.
9. (c) Hyun, M. H.; Cho, Y. J.; Kim, J. A. Bull. Kor. Chem. Soc. 2005, 26, 823.
10. (a) Hyun, M. H. J. Sep. Sci. 2003, 26, 242.
11. (b) Hyun, M. H. Bull. Kor. Chem. Soc. 2005, 26, 1153.
12. (c) Hyun, M. H. J. Sep. Sci. 2006, 29, 750.
13. (a) Pirkle, W. H.; Welch, C. J.; Lamm, B. J. Org. Chem. 1992, 57, 3854.
14. (b) Gasparrini, F.; Misiti, D.; Villani, C. J. Chromatogr. A 2001, 906, 35.
15. (c) Hyun, M. H.; Kim, J. I.; Cho, Y. J.; Ryoo, J.-J. Bull. Kor. Chem. Soc. 2004, 25, 1707.
16. (a) Allenmark, S.; Andersson, S.; Moller, P.; Sanchez, D. Chirality 1995, 7, 248.
17. (b) Thunberg, L.; Allenmark, S. Chirality 2003, 15, 400.
18. Hyun, M. H.; Kim, K. S.; Cho, Y. J. J. Liq. Chromatogr. Rel. Technol. 2005, 28, 527.
19. (a) Finn, J. M. In Chromatographic Chiral Separations; Zief, M., Crane, L. J., Eds.; Marcel Dekker: New York, 1988; p 53.
20. (b) Pirkle, W. H.; Pochapsky, T. C. Chem. Rev. 1989, 89, 347.
21. (c) Taylor, D. R.; Maher, K. J. Chromatogr. Sci. 1992, 30, 67.
22. (d) Welch, C. J. J. Chromatogr. 1994, 666, 3.
23. (a) Hyun, M. H.; Cho, S. M.; Ryoo, J. J.; Kim, M. S. J. Liq. Chromatogr. 1994, 17, 317.
24. (b) Hyun, M. H.; Hwang, S.-R.; Han, S. C. Bull. Kor. Chem. Soc. 1999, 20, 1309.
25. (a) Hyun, M. H.; Lee, G. S.; Han, S. C.; Cho, Y. J.; Baik, I. K. Chirality 2002, 14, 503.
26. (b) Hyun, M. H.; Cho, Y. J.; Baik, I. K. Bull. Kor. Chem. Soc. 2002, 23, 1291.