Enantioselective Organocatalysis in Microreactors: Continuous Flow Synthesis of a (S)-Pregabalin Precursor and (S)-Warfarin

Symmetry

Riccardo Porta²  Maurizio Benaglia¹  Francesca Coccia²  Sergio Rossi²  Alessandra Puglisi¹ 

[1] Dipartimento di Chimica, Università degli Studi di Milano, Via Golgi 19, Milano I-20133, Italy;

关键词: asymmetric synthesis;    organocatalysis;    flow chemistry;    microreactors;    active pharmaceutical ingredients;    PEEK tubing;   

DOI  :  10.3390/sym7031395

来源: mdpi

【 摘 要 】

Continuous flow processes have recently emerged as a powerful technology for performing chemical transformations since they ensure some advantages over traditional batch procedures. In this work, the use of commercially available and affordable PEEK (Polyetheretherketone) and PTFE (Polytetrafluoroethylene) HPLC (High Performance Liquid Chromatography) tubing as microreactors was exploited to perform organic reactions under continuous flow conditions, as an alternative to the commercial traditional glass microreactors. The wide availability of tubing with different sizes allowed quickly running small-scale preliminary screenings, in order to optimize the reaction parameters, and then to realize under the best experimental conditions a reaction scale up for preparative purposes. The gram production of some Active Pharmaceutical Ingredients (APIs) such as (S)-Pregabalin and (S)-Warfarin was accomplished in short reaction time with high enantioselectivity, in an experimentally very simple procedure.

【 授权许可】

CC BY   
© 2015 by the authors; licensee MDPI, Basel, Switzerland.