title: Enhanced chromatographic resolution of amine enantiomers as carbobenzyloxy derivatives in high-performance liquid chromatography and supercritical fluid chromatography.
abstract: The carbobenzyloxy (cbz) protecting group is evaluated for it's potential to enhance the resolution of chiral amine enantiomers using high-performance liquid chromatography (HPLC) and supercritical fluid chromatography (SFC). A series of cbz derivatives of commercially available racemates was prepared and analyzed by enantioselective chromatography using a variety of mobile phases and polysaccharide and Pirkle-type chiral stationary phases (CSPs). The cbz-derivatized product consistently demonstrated enhanced chiral resolution under HPLC and SFC conditions. Improved selectivity and resolution combined with an automated preparative HPLC or SFC system can lead to the rapid generation of highly purified enantiomers of desirable starting materials, intermediates or final products.
authors.affiliation: Discovery Analytical Chemistry, Wyeth Research, CN 8000, Princeton, NJ 08543, USA. kramlc@wyeth.com
authors.forename: Christina M
authors.initials: CM
authors.lastname: Kraml
authors.forename: Dahui
authors.initials: D
authors.lastname: Zhou
authors.forename: Neal
authors.initials: N
authors.lastname: Byrne
authors.forename: Oliver
authors.initials: O
authors.lastname: McConnell
mesh_terms: D000588:Amines / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D025924:Chromatography, Supercritical Fluid / Q000379:methods*; D013237:Stereoisomerism
chemical_list: D000588:Amines