Synthesis of [³H]ABT‐518, a matrix metalloproteinase inhibitor (MMPI) labeled in the phenyl rings

Abstract

Abstract A novel matrix metalloproteinase inhibitor, ABT‐518, [ S ‐( R * , R * )]‐ N ‐[1‐(2, 2‐dimethyl‐1,3‐dioxol‐4‐yl)‐2‐[[4‐[4‐(trifluoromethoxy)‐phenoxy]phenyl]sulfonyl]ethyl]‐ N ‐hydroxyformamide, was labeled with tritium in two phenyl rings in a seven‐step synthesis. The overall radiochemical yield of [ 3 H]ABT‐518 in seven steps starting from 1‐(methylsulfonyl)‐4‐[4‐(trifluoromethoxy)phenoxy]benzene was 6.2% with the radiochemical purity of 99.4%. Copyright © 2009 John Wiley & Sons, Ltd.