Gwendolyn K. Cook - Indianapolis IN John H. McDonald - Indianapolis IN
Assignee:
Eli Lilly and Company - Indianapolis IN
International Classification:
C07D47104 A61K 31435
US Classification:
514210
Abstract:
Cephalosporin and 1-carba(1-dethia)cephalosporin antibiotics substituted in the 3-position with, inter alia, alkyl, alkenyl and alkynyl, are provided via process comprising conversion of a cephalosporin or 1-carba(1-dethia)-3-cephem substituted in the 3-position with halogen or a sulfonyloxy ester with Pd(O) mediated alkylation with organostannanes.
Process For Preparing 3-Unsubstituted Cephalosporins And 1-Carba(Dethia)Cephalosporins
Gwendolyn K. Cook - Indianapolis IN John H. McDonald - Indianapolis IN
Assignee:
Eli Lilly and Company - Indianapolis IN
International Classification:
C07D50104
US Classification:
540205
Abstract:
A process for preparing 7. beta. -acylamino (or 7. beta. -protected amino)-3-H-1-carba(1-dethia)-3-cephem-4-carboxylic acid esters and the corresponding cephalosporins is provided. 7. beta. -Acylamino (or 7. beta. -protected amino)-3-halo (or 3-sulfonyl ester)-1-carba(dethia)-3-cephem carboxylic acid esters and the corresponding cephalosporins are reduced with Pd(O) and a tetra-C. sub. 2 -C. sub. 6 alkyl stannane and, when a 3-sulfonyloxy ester is reduced, the process is carried out in the presence of an alkali metal halide. 3-Sulfonyloxy-3-cephem esters such as 3-mesylate, 3-tosylate and 3-triflate are employed.
Gwendolyn K. Cook - Indianapolis IN John H. McDonald - Indianapolis IN
Assignee:
Eli Lilly and Company - Indianapolis IN
International Classification:
C07D47104 C07D47300 A61K 31435 A61K 3147
US Classification:
514210
Abstract:
This invention relates to antibacterial compounds of the formula ##STR1## wherein A is hydrogen or an acyl group ##STR2## R. sub. a is a negative charge; R. sub. z is hydrogen, C. sub. 1 -C. sub. 4 alkoxy, C. sub. 1 -C. sub. 4 alkylthio, or a formamido group, --NHCHO; and --N. sup. sym. . tbd. Y is a quarternary ammonium group that may be acyclic, cyclic, or a combination of the two, and may contain on or more additional hetero atoms selected from nitrogen, sulfur and oxygen; and pharmaceutically acceptable non-toxic salts thereof.
Gwendolyn K. Cook - Indianapolis IN John H. McDonald - Indianapolis IN
Assignee:
Eli Lilly and Company - Indianapolis IN
International Classification:
C07D50104 C07D47104
US Classification:
540205
Abstract:
Cephalosporin and 1-carba(1-dethia)cephalosporin antibiotics substituted in the 3-position with, inter alia, alkyl, alkenyl and alkynyl, are provided via process comprising conversion of a cephalosporin or 1-carba(1-dethia)-3-cephem substituted in the 3-position with halogen or a sulfonyloxy ester with Pd(O) mediated alkylation with organostannanes.
Gwendolyn K. Cook - Indianapolis IN William J. Hornback - Indianapolis IN John H. McDonald - Carmel IN John E. Munroe - Indianapolis IN
Assignee:
Eli Lilly and Company - Indianapolis IN
International Classification:
C07D46300 C07F 722 C07B 3900 C07B 3704
US Classification:
540205
Abstract:
7-. beta. -Acylamino-1-carba-(1-dethia)-3-trifluoromethyl-3-cephem-4-carboxyl ic acids and derivatives are provided as antibiotics. Pharmaceutical formulations comprising the antibiotics, intermediates, and a process for their preparation are also provided.
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