| Title | Deracemization of Mexiletine Biocatalyzed by omega-Transaminases. | | Author(s) | Koszelewski D, Pressnitz D, Clay D, Kroutil W | | Institution | Department of Chemistry, Organic and Bioorganic Chemistry, Research Centre Applied Biocatalysis, University of Graz, Heinrichstrasse 28, A-8010 Graz, Austria. | | Source | Org Lett 2009 Sep 28. | | Abstract | (S)- as well as (R)-mexiletine [1-(2,6-dimethylphenoxy)-2-propanamine], a chiral orally effective antiarrhythmic agent, was prepared by deracemization starting from the commercially available racemic amine using omega-transaminases in up to >99% ee and conversion with 97% isolated yield by a one-pot two-step procedure. The absolute configuration could be easily switched to the other enantiomer, just by switching the order of the applied transaminases. The cosubstrate pyruvate needed in the first oxidative step was recycled by using an amino acid oxidase. | | Language | ENG | | Pub Type(s) | JOURNAL ARTICLE
| | PubMed ID | 19785441 |
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