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Lipase catalysis in the preparation of 3-(1-amino-3-butenyl)pyridine enantiomers
Authors:Ari Hietanen  Tiina Saloranta  Reko Leino  Liisa T. Kanerva
Affiliation:1. Institute of Biomedicine/Department of Pharmacology, Drug Development and Therapeutics/Laboratory of Synthetic Drug Chemistry and Department of Chemistry, University of Turku, FIN-20014 Turku, Finland;2. Laboratory of Organic Chemistry, Åbo Akademi University, FI-20500 Åbo, Finland
Abstract:The kinetic resolution of 1-(3-pyridyl)buten-3-ylamine with activated and non-activated acyl donors and Burkholderia cepacia lipase (lipase PS-D) under dry conditions has been studied. The N-acylation in isopropyl acetate (E >100) and the acidic hydrolysis of the (R)-amide produced gave the corresponding enantiomerically enriched amines.
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