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The lipase-catalyzed synthesis of carbamoyloxyethyl methacrylate

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Summary

The first example of an enzymatic synthesis of 2-carbamoyloxyethyl methacrylate by a lipase-catalyzed transesterification of 2-hydroxyethylcarbamate with vinyl methacrylate in organic solvent is reported. Using the lipase PS-30 from the Pseudomonas species under optimal conditions, a temperature of 50 °C and a solvent mixture (3:1) toluene/THF, carbamoyloxyethyl methacrylate is produced at a quantitative yield in 72 hours.

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Authors and Affiliations

  1. PPG Industries, Inc. c/o The Scripps Research Institute (MB-16), 10666 North Torrey Pines Road, 92037, La Jolla, California, USA

    Regina Derango & Lin-chang Chiang

  2. Cubist Pharmaceuticals, Inc., 24 Emily Street, 02139, Cambridge, MA, USA

    Yi-Fong Wang

  3. PPG Industries, Inc. R&D Center, 4325 Rosanna Drive, 15101, Allison Park, Pennsylvania, USA

    Ross Dowbenko

Authors
  1. Regina Derango
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  2. Yi-Fong Wang
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  3. Ross Dowbenko
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  4. Lin-chang Chiang
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Derango, R., Wang, YF., Dowbenko, R. et al. The lipase-catalyzed synthesis of carbamoyloxyethyl methacrylate. Biotechnol Lett 16, 241–246 (1994). https://doi.org/10.1007/BF00134619

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  • DOI: https://doi.org/10.1007/BF00134619

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