AI Article Synopsis
- - Chiral analysis of reaction mixtures can be effectively conducted using tandem mass spectrometry, which involves diluting the mixture, adjusting pH, and forming chiral cluster ions to assess the enantiomeric excess (ee).
- - During a stereospecific reaction involving a specific compound, the ee was tracked and showed expected changes without a reduction in ee initially.
- - Monitoring the base-catalyzed racemization of the reaction product and ibuprofen revealed a decreasing ee over time, demonstrating the method's utility for real-time analysis of chirality changes in reactions.
Article 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.
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| http://dx.doi.org/10.1039/c6an00100a | DOI Listing |
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