Process to prepare novel antibiotic compounds

Details Process to prepare novel antibiotic compounds Process to prepare novel antibiotic compounds

1977-02-14

1978-07-25

Schwartz, Gerald A.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

2603067C, C07D49968, C07D49970, C07D49902

Patent

active

041028821

ABSTRACT:
A process is provided which yields derivatives of cephalosporins and penicillins. The process starts with 7-acylaminocephalosporin, or 6-acylaminopenicillin, then the latter compounds are treated with an organolithium compound, followed with t-butyl-hypochlorite. Finally, a defined reagent is added yielding a side chain on the carbon adjacent to the amino-nitrogen. Novel intermediate compounds are also described. The end compounds prepared are active against both gram-positive and gram-negative bacteria.

REFERENCES:
spitzer et al., Tetrahedron Letters, No. 4, pp. 273-276 (1973).
Koppel, J.A.C.S. vol. 95, pp. 2401-2404 (1973).
Lunn et al., Tetrahedron Letters, No. 14, pp. 1311-1313 (1974).
Firestone et al., J. Org. Chem., vol. 38, pp. 1436-1437 (1973).

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