Abstract
7-Aminocephalosporanic acid tert-butyl ester reacts quantitatively at--20 degrees with iminium chlorides to give amidino derivatives. Removal of the tert-butyl protecting group with trifluoroacetic acid and treatment with 1 equiv of triethylamine yield the corresponding zwitterions. These compounds were less active than their penicillin analogs.
MeSH terms
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Amidines / chemical synthesis
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Amidines / pharmacology
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Cephalosporins / chemical synthesis*
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Cephalosporins / pharmacology
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Escherichia coli / drug effects
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Magnetic Resonance Spectroscopy
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Mass Spectrometry
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Microbial Sensitivity Tests
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Proteus mirabilis / drug effects
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Spectrophotometry, Infrared
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Spectrophotometry, Ultraviolet
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Staphylococcus / drug effects