Asymmetric Synthesis and Absolute Configuration of (+)- and (–)-Perhexiline

Abstract Racemic perhexiline has been used (or is currently undergoing clinical trials) for the treatment of a variety of cardiovascular disorders. Increasing evidence suggests that the (–)-enantiomer should be used, as opposed to the racemic mixture. Here, we report the first asymmetric synthesis o...

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Bibliographic Details
Published in:Synthesis (Stuttgart) 2015-10, Vol.48 (1), p.73-78
Main Authors: Tseng, Chih-Chung, Greig, Iain R., Harrison, William T. A., Zanda, Matteo
Format: Article
Language:English
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Summary:Abstract Racemic perhexiline has been used (or is currently undergoing clinical trials) for the treatment of a variety of cardiovascular disorders. Increasing evidence suggests that the (–)-enantiomer should be used, as opposed to the racemic mixture. Here, we report the first asymmetric synthesis of both enantiomers of perhexiline in high enantiomeric excess and the assignment of their (–)- S /(+)- R absolute stereochemistry by X-ray crystallography.
ISSN:0039-7881
1437-210X
DOI:10.1055/s-0035-1560708