Carbapenem and Penem Antibiotics. V. Synthesis and Antibacterial Activity of 2-Functionalized-methyl 1-Methylcarbapenems Related to Asparenomycins

Mitsuru IMUTA; Shoichiro UYEO; Tadashi YOSHIDA

doi:10.1248/cpb.39.658

Mitsuru IMUTA, Shoichiro UYEO, Tadashi YOSHIDA

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Keywords: β-lactam antibiotic, carbapenem antibiotic, 1α-methyl carbapenem antibiotic, 1β-methyl carbapenem antibiotic, asparenomycin, 2-functionalized-methyl carbapenem antibiotic, Lewis acid mediated allylation, antibacterial activity

JOURNAL FREE ACCESS

1991 Volume 39 Issue 3 Pages 658-662

DOI https://doi.org/10.1248/cpb.39.658

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Abstract

The synthesis of 1α- and/or 1β-methylcarbapenems, 2-unsubstituted and 2-(5-methyl-1, 3, 4-thiadiazol-2-yl)thiomethyl derivatives having a 1-(hydroxy)methylethylidene or cyclic carbonate side chain at the C-6 position, is described. The in vitro antibacterial activities of these compounds and their corresponding 1-unsubstituted carbapenems are compared.

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