The Journal of organic chemistry

Toward the development of a cephalosporin-based dual-release prodrug for use in ADEPT

JW Grant, TP Smyth

Index: Grant, Jonathan W.; Smyth, Timothy P. Journal of Organic Chemistry, 2004 , vol. 69, # 23 p. 7965 - 7970

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Citation Number: 14

Abstract

In previous work we have shown that a cephalosporin structure bearing an S- aminosulfenimine at the 7-position behaved as a β-lactamase-dependent dual-release prodrug. Scission of the β-lactam ring of such a structure led to the rapid loss of the sulfur- attached side chain moiety via an intramolecular displacement, while the 3'-group was lost via the well-established elimination process at that position. In the present work we report ...