Synfacts 2010(7): 0735-0735  
DOI: 10.1055/s-0029-1220014
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of Aliskiren

Contributor(s): Philip Kocienski
S. Hanessian*, S. Guesné, E. Chénard
Université de Montréal, Canada
Further Information

Publication History

Publication Date:
22 June 2010 (online)

Significance

Aliskiren is a novel renin inhibitor that is prescribed for the treatment of hypertension. This short and elegant synthesis features the construction of a nine-membered ring by ring-closing metathesis to give B followed by an acid-catalyzed rearrangement of the aziridine C to give pyrrolidine D in 81% yield.