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Reaction between glutaric anhydride and N-benzylidenebenzylamine, and further transformations to new substituted piperidin-2-ones
Authors:Nikola T. Burdzhiev
Affiliation:St. Kliment Ohridski University of Sofia, Faculty of Chemistry, Department of Organic Chemistry, 1, J. Bouchier Ave., 1164 Sofia, Bulgaria
Abstract:The reaction between glutaric anhydride (1) and N-benzylidenebenzylamine (3) was studied in detail by 1H NMR spectroscopy under different reaction conditions. The major product was (±)-trans-1-benzyl-6-oxo-2-phenylpiperidine-3-carboxylic acid (2), which was converted into new substituted piperidin-2-ones via transformations of the carboxylic group. The final products are expected to possess pharmaceutical activities, and the relevant screenings are in course.
Keywords:Piperidin-2-ones   Glutaric anhydride   Piperazine   Stereochemistry
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