Synfacts 2011(9): 0935-0935  
DOI: 10.1055/s-0030-1260911
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of (+)-Mefloquine Hydrochloride

Contributor(s): Philip Kocienski
J. D. Knight, S. J. Sauer, D. M. Coltart*
Duke University, Durham, USA
Further Information

Publication History

Publication Date:
19 August 2011 (online)


Racemic mefloquine hydrochloride (Lariam®) is used for the treatment and prevention of malaria. The (+)-enantiomer is slightly more active than the (-)-enantiomer and it displays reduced neurotoxicity. The key step in the synthesis depicted is the asymmetric Darzens reaction (AC) involving a hydrazone chiral auxiliary.