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A synthesis of levetiracetam based on (S)-N-phenylpantolactam as a chiral auxiliary
Institution:1. Department of Endocrinology, Diabetes, Clinical Nutrition and Metabolism, Bern University Hospital, University of Bern, Bern, Switzerland;2. Institute of Laboratory Medicine, Kantonsspital Aarau, Aarau, Switzerland;3. Division of Clinical Pharmacy and Epidemiology and Hospital Pharmacy, University of Basel, Basel, Switzerland
Abstract:The synthesis of levetiracetam and its enantiomer by deracemization of (±)-2-bromobutyric acid using either (S)- or (R)-N-phenylpantolactam as chiral auxiliaries, followed by SN2 substitution of the bromine atom by a 2-oxopyrrolidin-1-yl group and amidation of the carboxylic acid, is described.
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