HPLC separation and VCD spectroscopy of chiral pyrazoles derived from (5R)-dihydrocarvone |
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| Institution: | 1. NanoSciences Group, CEMES-CNRS, 29 rue Jeanne Marvig, F-31055 Toulouse Cedex 4, France;2. Sciences chimiques de Rennes, UMR CNRS 6226, Université de Rennes 1, Campus de Beaulieu, 35042 Rennes Cedex, France;3. UMR Chirotechnologies: Catalyse et Biocatalyse, Université Paul Cézanne, 13397 Marseille Cedex 20, France;4. Department of Chemistry, Syracuse University, Syracuse NY 13244, USA |
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| Abstract: | (4S,7R)-(?) and (4S,7S)-(+)-4-isopropylidene-7-methyl-4,5,6,7-tetrahydro-2(1)H-indazoles 2a and 2b have been successfully separated by using HPLC over a Chiralpak AS column as the stationary phase, yielding up to 700 mg of each diastereomer. Their absolute configurations were determined by using vibrational circular dichroism (VCD) studies. This latter method proved not only very useful for determination of the conformers’ distribution, but also for analysis of the 1H,2H tautomers. |
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