An Efficient Synthesis of an αvβ3 Antagonist

Nobuyoshi Yasuda, Yi Hsiao, Mark S. Jensen, Nelo R. Rivera, Chunhua Yang, Kenneth M. Wells, James Yau, Michael Palucki, Lushi Tan, Peter G. Dormer, Ralph P. Volante, David L. Hughes, Paul J. Reider

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68 Scopus citations


A practical preparation of an αvβ3 antagonist is reported. The antagonist consists of three key components, a tetrahydronaphthyridine moiety, a β-alanine moiety, and a central imidazolidone moiety. The tetrahydronaphthyridine component was prepared using two different methods, both of which relied on variations of the Friedländer reaction to establish the desired regiochemistry. The β-alanine component was prepared using Davies' asymmetric 1,4-addition methodology as the key stereo-defining step. The central imidazolidone portion was created from these two components using an effective three-step cyclization protocol. Thus, a highly convergent process for the drug candidate was defined.

Original languageEnglish (US)
Pages (from-to)1959-1966
Number of pages8
JournalJournal of Organic Chemistry
Issue number6
StatePublished - Mar 19 2004
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Organic Chemistry


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