Ethyl acetate as an acyl donor in the continuous flow kinetic resolution of (±)-1-phenylethylamine catalyzed by lipases.

Org Biomol Chem

Biocatalysis and Organic Synthesis Group, Federal University of Rio de Janeiro, Chemistry Institute, Rio de Janeiro, Brazil.

Published: May 2013

AI Article Synopsis

  • Chiral amines are crucial for pharmaceuticals and agrochemicals, making their synthesis a significant challenge in organic chemistry.
  • Chemoenzymatic dynamic kinetic resolution has emerged as a valuable method for producing enantioenriched primary chiral amines.
  • This study presents successful results from a continuous flow process that achieved high enantiomeric ratios (>200) and efficient reaction times (40 minutes) for the kinetic resolution of (±)-1-phenylethylamine using ethyl acetate.

Article Abstract

The synthesis of chiral amines is still a challenge for organic synthesis since optically pure amines are of great importance for the pharmaceutical and agrochemical industries. Among all the methodologies developed until now, chemoenzymatic dynamic kinetic resolution has proven to be useful for the preparation of enantioenriched primary chiral amines. In our continuous efforts toward the development of a continuous flow process, herein we report our results on the continuous flow kinetic resolution of (±)-1-phenylethylamine leading to the desired products with high enantiomeric ratios (>200) and short residence times (40 minutes) using ethyl acetate as the acyl donor.

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Source
http://dx.doi.org/10.1039/c3ob40437dDOI Listing

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