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Synthesis of [ 3 H]ABT‐518, a matrix metalloproteinase inhibitor (MMPI) labeled in the phenyl rings
Author(s) -
Raja Shirish N.,
Surber Bruce W.,
Du Jia,
Cross Jeffrey L.
Publication year - 2009
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.1574
Subject(s) - chemistry , yield (engineering) , benzene , matrix metalloproteinase inhibitor , sulfonyl , medicinal chemistry , stereochemistry , organic chemistry , enzyme , metallurgy , materials science , alkyl
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.