Chiral derivatizing agent

Thus, using an enantiomerically pure Mosher's acid allows for determination of the configuration of simple chiral amines and alcohols.

2-CFNA has been shown to be a superior CDA than Mosher's agent to determine the enantiomeric excess of a primary alcohol.

In general, chromatography can be used to separate chiral compounds to bypass difficult crystallizations and/or to collect all diastereomer pairs in solution.

The ability for CDAs to separate chiral molecules is dependent on two major mechanisms of chromatography:[7] Helmchen's Postulates[8][9] are the theoretical models used to predict the elution order and extent of separation of diastereomers (including those formed from CDAs) that are adsorbed onto a surface.

CDAs are used with NMR spectroscopic analysis to determine enantiomeric excess and the absolute configuration of a substrate.

The speed of the exchange between the substrate and the metal center is the most important determining factor to differentiate between the use of a compound as a CDA or CSA.

[15] The primary concerns to take into consideration when using a CDA in NMR spectroscopy are kinetic resolution, racemization during the derivatization reaction and that the reagent should have 100% optical purity.

Two diastereomers form in both cases and the chemical shifts of their nuclei are evaluated to assign the configuration of the substrate.

19F-NMR is almost exclusive applied to optical purity studies, and 13C-NMR is primarily used to characterize substrates that do not have protons that are directly bonded to an asymmetrical carbon atom.