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Published on: January 27, 2014
Baeyer-Villiger Monooxygenase-Mediated Synthesis of Esomeprazole As an Alternative for Kagan Sulfoxidation
Yong Koy Bong1, Shiwei Song1, Jovana Nazor1,2
1Codexis Laboratories Singapore Pte Ltd. , The Galen, 61 Science Park Road , Singapore 117525.
Abstract:
A wild-type Baeyer-Villiger monooxygenase was engineered to overcome numerous liabilities in order to mediate a commercial oxidation of pyrmetazole to esomeprazole, using air as the terminal oxidant in an almost exclusively aqueous reaction matrix. The developed enzyme and process compares favorably to the incumbent Kagan inspired chemocatalytic oxidation, as esomeprazole was isolated in 87% yield, in >99% purity, with an enantiomeric excess of >99%.
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