Chemoenzymatic synthesis of rivastigmine via dynamic kinetic resolution as a key step

  • J Org Chem. 2010 May 7;75(9):3105-8. doi: 10.1021/jo9027374.
Kiwon Han  1 ,  Cheolwoo Kim ,  Jaiwook Park ,  Mahn-Joo Kim
Affiliations
  • 1. Department of Chemistry and Bionanotechnology Center, Pohang University of Science and Technology, San-31 Hyojadong, Pohang 790-784, Korea.
PMID: 20345141 DOI: 10.1021/jo9027374
Abstract

A practical and efficient procedure for the synthesis of rivastigmine was developed. This procedure includes dynamic kinetic resolution using a polymer-bound ruthenium complex and a Lipase in combination as a key step. Enantiopure (-)-rivastigmine was obtained from commercially available 3'-hydroxyacetophenone via five steps in overall 57% yield.

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