An Improved Synthesis of the Selective Matrix Metalloproteinase Inhibitor, Ro 28-2653

An Improved Synthesis of the Selective Matrix Metalloproteinase Inhibitor, Ro 28-2653

An efficient synthesis of Ro 28-2653, a selective matrix metalloproteinase inhibitor, has been developed. The title compound was prepared in four steps and 76% overall yield from 4-biphenylacetic acid. The key, barbituric acid formation step was significantly improved by using 2-propanol and potassi...

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Veröffentlicht in:Organic process research & development 2004-05, Vol.8 (3), p.411-414
Hauptverfasser: Daniewski, Andrzej R., Liu, Wen, Okabe, Masami
Format: Artikel
Sprache:eng
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Zusammenfassung:An efficient synthesis of Ro 28-2653, a selective matrix metalloproteinase inhibitor, has been developed. The title compound was prepared in four steps and 76% overall yield from 4-biphenylacetic acid. The key, barbituric acid formation step was significantly improved by using 2-propanol and potassium tert-butoxide as the solvent and base, respectively, instead of the typical ethanol and sodium ethoxide combination.
ISSN:1083-6160
1520-586X
DOI:10.1021/op049965j