Chiral separation of enantiomers by high-speed countercurrent chromatography

US6503398B2 · kind B2 · utility

Assignee

• The United States of America, as represented by the Department of Health and Human Services · US

Inventors

• Ying Ma
• Yoichiro Ito · Bethesda, US

Key dates

• Filing date: Dec 3, 2001
• Grant date: Jan 7, 2003
• Expiry date: Dec 3, 2021

Classification

• Technology area (CPC Y): Emerging Cross-Sectional Technologies
• CPC primary: Y02W10/37
• WIPO field: Measurement
• WIPO sector: Instruments

Abstract

Preparative-scale separations of chiral compounds were achieved by high-speed countercurrent chromatography (HSCCC) using a multilayer coil planet centrifuge equipped with a 325 mL capacity column. The separations were performed by two different procedures both utilizing a set of N-(3,5-introbenzoyl)-D,L-amino acids as test samples with N-dodecanoyl-L-proline-3,5-dimethylanilide as a chiral selector (Cs). The HSCCC separations were carried out with a two-phase solvent system composed of hexane/ethyl acetate/methanol/water where the chiral selector was added to the organic stationary phase. A second procedure using pH-zone-refining CCC yielded characteristic fused rectangular peaks in which the two isomers were resolved with less than 5% of overlap.