1-carba (dethia) cephalosporin 3-triflate ester antibiotics

C - Chemistry – Metallurgy – 07 – D

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C07D 471/04 (2006.01) A61K 31/33 (2006.01) A61K 31/455 (2006.01) C07D 463/00 (2006.01)

Patent

CA 1262356

ABSTRACT 7.beta.-Acylamino-3-trifluoromethylsulfonyloxy-1- carba 3-cephem-4-carboxylic acid antibiotic compounds, esters and salts thereof, and the corresponding 7-amino and protected 7-amino 1-carbacephalosporins are provided. The 3-trifluoromethylsulfonyloxy-substituted 1-carba- cephalosporins also are useful in a process for prepar- ing 3-halo-1-carbacephalosporins which comprises dis- placing the 3-trifluoromethylsulfonyloxy ester group with halide ion in an aprotic polar solvent. These antibiotic compounds are useful in the treatment of infectious diseases in man and animals and the 1- carbacephalosporin compounds particularly have enhanced potency against infectious and resistant microorganisms.

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