4.4 Article

Large-scale synthesis of SB-462795, a cathepsin K inhibitor: the RCM-based approaches

Journal

TETRAHEDRON
Volume 65, Issue 32, Pages 6291-6303

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2009.06.022

Keywords

RCM; Oxazolidinone cleavage; Curtius; Epoxide opening

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Two stereoselective syntheses of SB-462795, a highly potent cathepsin K inhibitor, are described. Both routes feature a C5-C6 disconnection by ring closing metathesis to construct an azepane ring and are amenable to large-scale manufacturing. (C) 2009 Elsevier Ltd. All rights reserved.

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