Structure-activity relationships in the 2-arylcarbapenem series. Synthesis of 1-methyl-2-arylcarbapenems

RN Guthikonda, LD Cama, M Quesada…

Index: Guthikonda; Cama; Quesada; Woods; Salzmann; Christensen Journal of Medicinal Chemistry, 1987 , vol. 30, # 5 p. 871 - 880

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Citation Number: 116

Abstract

The labile tert-butyldimethylsilyl esters of the azetidinones 6-8b served as the crucial synthons in the preparation of the potentially useful ylide pyridyl thio esters 18-20. These intermediates were utilized to synthesize a host of title carbapenems 25-30d, 32, and 49-53. The antimicrobial properties and DHP-I susceptibility of these carbapenems were studied with reference to thienamycin.