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Synfacts 2010(7): 0747-0747  
DOI: 10.1055/s-0029-1220015
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of Sertraline

Contributor(s): Philip Kocienski
P. Krumlinde, K. Bogár, J.-E. Bäckvall*
Stockholm University and AstraZeneca R&D, Södertälje, Sweden
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Publikationsverlauf

Publikationsdatum:
22. Juni 2010 (online)

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Significance

Sertraline is a leading antidepressant that acts as a selective competitive inhibitor of synaptosomal serotonin uptake. This formal synthesis of sertraline features an enzyme- and ruthenium-catalyzed dynamic kinetic asymmetric transformation (DYKAT) of the racemic 1:1 mixture of cis- and trans-diols A.

Review: For a review on the concept of DYKAT, see: J. Steinreiber, K. Faber, H. Griengl Chem. Eur. J. 2008, 14, 8060-8072.