Synthesis of optically pure halogenated phenyl 2-hydroxypropanones by lipase-catalyzed enantioselective transesterification

Nan Young Jeon, Sung Jin Ko, Yeon Soo Lee, Bum Tae Kim, Keehoon Won, Hyuk Lee

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6 Scopus citations

Abstract

Lipase-catalyzed enantioselective transesterification has been performed to obtain chiral halogenated phenyl 2-hydroxypropanones, key intermediates of pharmaceuticals. Effects of organic solvents, reaction temperature, and substrate concentration were also investigated in Novozym 435-catalyzed transesterification of 1-(2,4-difluorophenyl)-2-hydroxypropanone with vinyl butanoate. Optically pure halogenated phenyl 2-hydroxypropanones and their esters have been successfully prepared in good yields (>40%) and excellent enantiopurities (>99%) by Novozym 435-catalyzed transesterification at 30 °C in hexane.

Original languageEnglish
Pages (from-to)38-41
Number of pages4
JournalJournal of Molecular Catalysis - B Enzymatic
Volume48
Issue number1-2
DOIs
StatePublished - 3 Sep 2007

Keywords

  • Halogenated phenyl 2-hydroxypropanones
  • Kinetic resolution
  • Lipase
  • Novozym 435
  • Transesterification

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