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Synfacts 2007(2): 0125-0125  
DOI: 10.1055/s-2006-955757
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of BILN 2061

Contributor(s): Philip Kocienski
N. K. Yee*, V. Farina*, K. Donsbach*
Boehringer Ingelheim Pharmaceuticals, Ridgefield, USA and Ingelheim, Germany
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Publikationsdatum:
23. Januar 2007 (online)

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Significance

A synthesis of the hepatitis C virus protease inhibitor BILN 2061 features detailed optimization of a ring-closing metathesis (RCM) to construct the 15-membered ring. The route described delivered over 100 kg of G and the authors claim this is probably the first large-scale application of the RCM reaction. However, the experimental only describes the reaction on a 23.8-mmol scale.