title: On-line chiral analysis using the kinetic method.
abstract: Chiral analysis of constituents in solution-phase reaction mixtures can be performed by tandem mass spectrometry using the kinetic method to determine the enantiomeric excess (ee). Simply diluting an aliquot of a reaction mixture, adjusting the pH, and adding reagents necessary to form a chiral cluster ion allows chiral analysis. The product of a stereospecific N-selective alkylation reaction, 2-(3-(2-methoxyethoxy)-5-oxo-1,6-naphthyridin-6(5H)-yl)propanoic acid, was monitored for ee during the course of reaction, and it showed the expected inversion without ee erosion. Base-catalyzed racemization of the reaction product showed the expected decrease in ee as the reaction proceeded. The base-catalyzed racemization of ibuprofen was monitored on-line, providing near real-time data on ee.
authors.affiliation: Department of Chemistry, Purdue University, West Lafayette, IN 47907, USA. cooks@purdue.edu.
authors.forename: Ryan M
authors.initials: RM
authors.lastname: Bain
authors.forename: Xin
authors.initials: X
authors.lastname: Yan
authors.forename: Shannon A
authors.initials: SA
authors.lastname: Raab
authors.forename: Stephen T
authors.initials: ST
authors.lastname: Ayrton
authors.forename: Tawnya G
authors.initials: TG
authors.lastname: Flick
authors.forename: R Graham
authors.initials: RG
authors.lastname: Cooks