Preparation and application of a new doubly tethered chiral stationary phase containing N-CH3 amide linkage based on (+)-(18-crown-6)-2,3, 11,12-tetracarboxylic acid

Chirality

Volumn 19, Issue 1, 2007, Pages 74-81

  Hyun, Myung Ho ^a   Cho, Yoon Jae ^a   Song, Yanci ^a   Choi, Hee Jung ^a   Kang, Bu Sung ^a  

^a Pusan National University   (South Korea)

Author keywords

Chiral amines; Chiral amino alcohols; Chiral crown ether; Chiral resolution; Enantiomer separation; Liquid chromatography; Resolution of enantiomers; amino acids

Indexed keywords

(18 CROWN 6) 2,3,11,12 TETRACARBOXYLIC ACID; ALPHA AMINO ACID; AMIDE; AMINE; AMINOALCOHOL; CARBOXYLIC ACID DERIVATIVE; CROWN ETHER DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; CHIRALITY; ENANTIOMER; LIQUID CHROMATOGRAPHY; PRIORITY JOURNAL; RACEMIC MIXTURE;

EID: 33845563427     PISSN: 08990042     EISSN: 1520636X     Source Type: Journal    
DOI: 10.1002/chir.20346     Document Type: Article

References (14)

1. Hyun MH. Characterization of liquid chromatographic chiral separation on chiral crown ether stationary phases. J Sep Sci 2003;26:242-250.
2. Hyun MH. Development and application of crown ether-based HPLC chiral stationary phases. Bull Korean Chem Soc 2005;26:1153-1163.
3. Hyun MH. Preparation and application of HPLC chiral stationary phases based on (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid. J Sep Sci 2006;29:750-761.
4. Hyun MH, Jin JS, Lee W. Liquid chromatographic resolution of racemic amino acids and their derivatives on a new chiral stationary phase based on crown ether. J Chromatogr A 1998;822:155-161.
5. Hyun MH, Cho YJ, Kim JA, Jin JS. Preparation and application of a new modified liquid chromatographic chiral stationary phase based on (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid. J Chromatogr A 2003; 984:163-171.
6. Hyun MH, Cho YJ, Kim JA, Jin JS. Effect of the tethering groups of chiral stationary phases based on (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid on the liquid chromatographic resolution of β-amino acids. J Liq Chromatogr Relat Technol 2003;26:1083-1094.
7. Hyun MH, Min HJ, Cho YJ. Resolution of tocainide and its analogues on liquid chromatographic chiral stationary phases based on (+)-(18-crown-6)-2,3, 11,12-tetracarboxylic acid. Bull Korean Chem Soc 2003; 24:911-915.
8. Hyun MH, Jin JS, Koo HJ, Lee W. Liquid chromatographic resolution of racemic amines and amino alcohols on a chiral stationary phase derived from crown ether. J Chromatogr A 1999;837:75-82.
9. Hyun MH, Tan G, Cho YJ. Liquid chromatographic resolution of aryl α-amino ketones on chiral stationary phases based on (+)-(18-crown-6)-2,3, 11,12-tetracarboxylic acid. J Liq Chromatogr Relat Technol 2004;27:1671-1680.
10. Steffeck RJ, Zelechonok Y, Gahm KH. Enantioselective separation of racemic secondary amines on a chiral crown ether-based liquid chromatography stationary phase. J Chromatogr A 2002;947:301-305.
11. Zhang D, Li F, Kim DH, Choi HJ, Hyun MH. Resolution of β-blockers on a chiral stationary phase based on (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid: Unusual temperature effect. J Chromatogr A 2005;1083:89-95.
12. Hyun MH, Tan G, Xue JY. Unusual resolution of N-(3,5-dinitrobenzoyl)- α-amino acids on a chiral stationary phase based on (+)-(18-crown-6)-2,3, 11,12-tetracarboxylic acid. J Chromatogr A 2005;1097: 188-191.
13. Hyun MH, Song Y, Cho YJ, Kim DH. Preparation of a new doubly tethered chiral stationary phase based on (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid and its application. J Chromatogr A 2006;1108: 208-217.
14. Hyun MH, Kim DH, Cho YJ, Jin JS. Preparation and application of a doubly tethered chiral stationary phase based on (+)-(18-crown-6)-2,3,11,12- tetracarboxylic acid. J Sep Sci 2005;28:421-427.