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Synfacts 2007(9): 0903-0903  
DOI: 10.1055/s-2007-968829
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Taranabant

Contributor(s): Philip Kocienski
C.-Y. Chen*, L. F. Frey*, S. Shultz*
Merck Research Laboratories, Rahway, USA
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Publication History

Publication Date:
23 August 2007 (online)

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Significance

Taranabant (MK-0364) suppresses appetite because it is a cannabinoid-1 receptor inverse agonist. This chromatography-free, multi­kilogram-scale synthesis features dynamic kinetic resolution (D to F) in the Noyori asymmetric hydrogenation that established two adjacent stereogenic centers in a single step.