Synthesis of 4-Fluoro-β-(4-fluorophenyl)-l-phenylalanine by an Asymmetric Phase-Transfer Catalyzed Alkylation: Synthesis on Scale and Catalyst Stability
Organic Process Research & Development2006Vol. 11(3), pp. 624–627
Citations Over TimeTop 12% of 2006 papers
Daniel E. Patterson, Shiping Xie, Lynda A. Jones, Martin H. Osterhout, Christopher G. Henry, Thomas D. Roper
Abstract
4-Fluoro-β-(4-fluorophenyl)-l-phenylalanine 1 was synthesized by the asymmetric phase-transfer catalyzed alkylation of tert-butyl glycinate-benzophenone Schiff base using the cinchona alkaloid derived catalyst 6. Upon scaling, it was observed that to achieve high levels of enantioselectivity, it was necessary to add the catalyst or base last. From these studies, insight into the stability of the catalyst 6 under the reaction conditions was gained.
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