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Enantiomers of all-cis-5-(4-bromophenyl)-4-tert-butoxycarbonyl-2-methoxycarbonylpyrrolidine: preparative HPLC separation and acylative kinetic resolution of the racemate
Authors:Evgeny N. Chulakov  Dmitry A. Gruzdev  Galina L. Levit  Konstantin V. Kudryavtsev  Victor P. Krasnov
Affiliation:1. Postovsky Institute of Organic Synthesis of RAS (Ural Branch), 22/20 S.Kovalevskoy/Akademicheskaya St., Ekaterinburg 620990, Russia;2. Department of Chemistry, Lomonosov Moscow State University, Leninskie Gory 1/3, Moscow 119991, Russia;3. Institute of Physiologically Active Compounds, Russian Academy of Sciences, Chernogolovka 142432, Moscow Region, Russia
Abstract:The fundamental possibility of acylative kinetic resolution of racemic heterocyclic amines was demonstrated by the example of all-cis-5-(4-bromophenyl)-4-tert-butoxycarbonyl-2-methoxycarbonylpyrrolidine. Individual enantiomers (ee >99%) were obtained in high yields via preparative chiral HPLC.
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