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US 4,058,521 AGranted
2-Halomethyl-2-nucleophilic substituted methyl penicillins
AssigneeShionogi & Co., Ltd.
InventorsShoichiro Uyeo, Tsutomu Aoki, Wataru Nagata
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Abstract
Antibacterial compounds of the formula ##STR1## (where COB is carboxy or protected carboxy; Hal is halogen; R is amino or protected amino; R' is mercapto-protecting group; and X is nucleophilic group) Are prepared from penicillin 1-oxides having X on its 2-methyl group, and found to be used as starting materials for preparing cephalosporins.
Claims1
A compound represented by the formula:
- ##STR9##
- wherein 1. COB = benzhydryloxycarbonyl, Hal = bromo, R = phenoxyacetamido, and X = acetoxy;
- 2. COB = 2,2,2-trichloroethoxycarbonyl, Hal = bromo, R = phenylacetamido, and X = acetoxy;
- 3. COB = benzyloxycarbonyl, Hal = bromo, R = phenoxyacetamido, and X = acetoxy;
- 4. COB = benzhydryloxycarbonyl, Hal = bromo, R = phenoxyacetamido, and X = chloro;
- 5. COB = p-methoxybenzyloxycarbonyl, Hal = bromo, R = 1-tetrazolacetamido, and X = chloro;
- 6. COB = diphenylmethoxycarbonyl, Hal = bromo, R = N-phenylacetyl-N-acetylamino, and X = acetoxy;
- or
- 7. COB = carboxy, Hal 32 chloro, R = 2-thienylacetamido, and X = 5-methyl-1,3,4-thiadiazol-2-ylthio.
6 more elements
Dependencies are inferred from the claim text.