Back to results
US 4,058,661 AGranted
7-Diacyl cephalosporins
AssigneeMerck & Co., Inc.
InventorsLovji D. Cama, Burton G. Christensen, Sandor Karady, Meyer Sletzinger
Life of this patent
Estimating the term…
Abstract
New 7-diacylimido cephalosporins are produced by reacting 7-acylamido cephalosporins with an acylating agent in the presence of a silyl reagent. The 7-diacylimido cephalosporins are cleaved to produce cephalosporins containing a different acylamido moiety. Thus, the aminoadipoyl group of cephalosporins produced by fermentation is replaced by a different acyl group by the process of the present invention. The cephalosporins produced are antibiotics having enhanced activity against gram-negative and gram-positive pathogens.
Claims5
A cephalosporin compound of the formula:
- ##STR15## wherein R.sub.2 is hydrogen, trichloroethoxycarbonyl, t-butoxycarbonyl, trimethylsilyl, p-methoxybenzyloxy, 2-nitrophenyl-sulfenyl, 2,4-dinitrophenylsulfenyl, chloroacetyl, or o-nitrophenylthio;
- X is oxygen or sulfur;
- R.sub.4 is hydrogen, methyl, ethyl, t-butyl, phthalimidomethyl, succinimidomethyl, phenacyl, p-bromophenacyl, 2,2,2-trichloroethyl, 2-methylthioethyl, 2-(p-methylphenyl)ethyl, methoxymethyl, 2-(p-methylphenyl)sulfonylethyl, 2-methylaminoethyl, benzyloxymethyl, p-methoxybenzyl, 3,5-dinitrobenzyl, 2-chloroethyl, 2-bromoethyl, benzyl, p-nitrobenzyl, 2,4,6-trimethylbenzyl, 3,5-dichloro-4-hydroxybenzyl, benzhydryl, p-methoxybenzhydryl, acetoxymethyl, pivaloyloxymethyl, methoxymethyl, phenyl, p-nitrophenyl, or 3,5-dinitrophenyl;
- R.sub.1 is hydrogen or methoxy;
- R' is phenylacetyl, thienylacetyl, furylacetyl, phenoxyacetyl, phenylthioacetyl, .alpha.-azidophenylacetyl or trifluoroacetyl;
- and
- A is carbamoyloxy;
4 more elements
Dependencies are inferred from the claim text.