Optical resolution of racemic 5-oxo-1-phenyl-pyrazolidine-3-carboxylic acid 2 with L-amino acid methyl ester via the diastereomers formation was investigated. Treatment of racemic 5-oxo-1-phenylpyrazolidine-3-carboxylic acid 2 with L-valine methyl ester gave diastereomers with a total yield of 86%. The diastereomeric dipeptides can be easily separated by flash column chromatography. Acidic cleavage of the derived diastereomers gave both the optically pure (+)-(R)- and (-)-(S)-5-oxo-1-phenyl-pyrazolidine-3-carboxylic acid ((+)-(R)-2 and (-)-(S)-2) with a total yield of 94% and 95%, respectively.
|Number of pages||6|
|Journal||Journal of the Chinese Chemical Society|
|Publication status||Published - 2008|
- 5-Oxo-1-phenyl-pyrazolidine-3-carboxylic acid
- L-amino acid
- Optical resolution
ASJC Scopus subject areas
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CCDC 645805: Experimental Crystal Structure Determination
Tzeng, Z. (Creator), Yang, S. (Creator), Liu, P. (Creator) & Chen, K. (Creator), Unknown Publisher, 2009
DOI: 10.5517/ccpp0fs, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccpp0fs&sid=DataCite