Formal Synthesis of Ezetimibe

M. Michalak; M. Stodulski; S. Stecko; A. Mames; I. Panfil; M. Soluch; B. Furman; M. Chmielewski

doi:10.1055/s-0031-1289256

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Synfacts 2011(11): 1152-1152
DOI: 10.1055/s-0031-1289256

Synthesis of Natural Products and Potential Drugs

Formal Synthesis of Ezetimibe

Contributor(s): Philip Kocienski
M. Michalak, M. Stodulski, S. Stecko, A. Mames, I. Panfil, M. Soluch, B. Furman, M. Chmielewski*
Polish Academy of Sciences, Warsaw, Poland

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Publication History

Publication Date:
19 October 2011 (online)

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Significance

Ezetimibe is a cholesterol absorption inhibitor that is used to treat atherosclerosis. The small-scale formal synthesis of ezetimibe depicted features the use of a Cu(I)-mediated Kinugasa cycloaddition-rearrangement cascade between alkyne A and the nitrone B to generate the β-lactam ring.