Development and Validation of an LC Method for Resolution of Anti-3-oxotricyclo[2.2.1.0]heptane-7-carboxylic Acid

摘要

A rapid and precise enantioselective LC method for resolution of (±)-anti-3-oxotricyclo[2.2.1.0]heptane-7-carboxylic acid has been developed and validated. Four different chiral stationary phases were investigated and optimum resolution was achieved by use of a Chiralcel OD-H column with n-hexane–2-propanol–trifluoroacetic acid 85:15:0.1 (v/v) as mobile phase. Baseline resolution of a racemic mixture of the acid (R _S = 1.51) was achieved and the analysis time did not exceed 8 min. The separation was monitored by use of photodiode-array and optical rotation detection. The quantitative method was validated for precision, accuracy, linearity, limits of detection and quantification, and robustness. Recovery was between 99.22 and 101.11% with relative standard deviation (RSD) < 1.45%. The LOD and LOQ for the (+) enantiomer of the acid were 25.31 and 83.75 μg mL−1, respectively; for the (−) enantiomer they were 27.54 and 89.17 μg mL−1, respectively. This method is expected to be useful for measurement of the enantiomeric purity of the enantiomers of the acid. Keywords Column liquid chromatography - Resolution - anti-3-Oxotricyclo[2.2.1.0]heptane-7-carboxylic acid - Chiral stationary phases - Method validation