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A novel direct introduction of a formamido group into the 7 alpha (6 alpha)-position of cephalosporins (penicillins) was achieved by treatment of 7 beta (6 beta)-[(3,5-di-tert-butyl-4-oxo-2,5-cyclohexadien-1- ylidene)methylimino]cephem (penam) esters with N,N-bis(trimethylsilyl)formamide, followed by deblocking with Girard reagent T to give the corresponding 7 alpha (6 alpha)-formamido-7 beta (6 beta)-amino derivatives. Three 7 alpha-formamidocephalosporins were prepared by the conventional N-acylation of 7 alpha-formamidocephem. All of them were resistant to beta-lactamases, showing similar MIC values against both of a pair of a beta-lactamase-producing strain and the corresponding non or low-producing strain of the same species of bacteria, when tested on Staphylococcus aureus, Klebsiella pneumoniae, Escherichia coli, Proteus mirabilis, Proteus vulgaris, Morganella morganii, Enterobacter cloacae and Citrobacter freundii.
H Kamachi, and
T Okita, and
T Yamasaki, and
T Naito
October 1986,
The Journal of antibiotics,
H Kamachi, and
T Okita, and
T Yamasaki, and
T Naito
May 1970,
Tetrahedron letters,
H Kamachi, and
T Okita, and
T Yamasaki, and
T Naito
January 1973,
The Journal of organic chemistry,
H Kamachi, and
T Okita, and
T Yamasaki, and
T Naito
August 1971,
Journal of the American Chemical Society,
H Kamachi, and
T Okita, and
T Yamasaki, and
T Naito
August 1990,
The Journal of antibiotics,
H Kamachi, and
T Okita, and
T Yamasaki, and
T Naito
March 1972,
Helvetica chimica acta,
H Kamachi, and
T Okita, and
T Yamasaki, and
T Naito
January 1983,
Arzneimittel-Forschung,
H Kamachi, and
T Okita, and
T Yamasaki, and
T Naito
May 1974,
Journal of medicinal chemistry,
H Kamachi, and
T Okita, and
T Yamasaki, and
T Naito
November 1984,
The Journal of antibiotics,
H Kamachi, and
T Okita, and
T Yamasaki, and
T Naito
August 1993,
The Journal of antibiotics,
