Lipase-catalyzed dynamic hydrolytic resolution of (R,S)-2,2,2-trifluoroethyl α-chlorophenyl acetate in water-saturated isooctane

Wen Yen Wen, I. Sin Ng, Shau Wei Tsai

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11 Citations (Scopus)

Abstract

The hydrolytic resolution of (R,S)-2,2,2-trifluoroethyl α-chlorophenylacetate in water-saturated isooctane containing Lipase MY(I) at 35 °C is selected as the best reaction condition for producing (R)-α-chlorophenyl acetic acid. The kinetic constants, and hence an enantiomeric ratio of 33.6, are estimated and employed for the modeling of time-course conversions of both substrates by considering product inhibition and enzyme deactivation effects. A successful dynamic kinetic resolution is also achieved, giving the desired (R)-α-chlorophenylacetic acid of 93.0% yield and eeP = 89.5% when 80 mmol dm-3 trioctylamine acting as the racemization catalyst and enzyme activator is initially added.

Original languageEnglish
Pages (from-to)1715-1721
Number of pages7
JournalJournal of Chemical Technology and Biotechnology
Volume81
Issue number10
DOIs
Publication statusPublished - 2006 Oct 1

All Science Journal Classification (ASJC) codes

  • Biotechnology
  • Chemical Engineering(all)
  • Renewable Energy, Sustainability and the Environment
  • Fuel Technology
  • Waste Management and Disposal
  • Pollution
  • Organic Chemistry
  • Inorganic Chemistry

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