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Paper | Special issue | Vol 76, No. 1, 2008, pp.699-713
Published online, 21st April, 2008
DOI: 10.3987/COM-08-S(N)67
Total Synthesis of an Endothelin Converting Enzyme Inhibitor, TMC-66

Seijiro Hosokawa,* Hitoshi Fumiyama, Hisato Fukuda, Tomohiro Fukuda, Masashi Seki, and Kuniaki Tatsuta*

*Department of Applied Chemistry, Faculty of Science and Engineering, Waseda University, 3-4-1 Ohkubo, Shinjuku-ku, Tokyo 169-8555, Japan


The first total synthesis and structural determination of TMC-66, an ECE inhibitor, was achieved in short steps by efficient construction of two tricyclic segments and coupling reactions. The oxidative coupling with phenols attaching to electron-withdrawing groups was realized with a novel copper (II) reagent.