6-Amino penam derivatives

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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424270, 424271, 424246, 2602391, 544 22, 544 21, 544 16, 544 28, C07D49902

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active

044077556

ABSTRACT:
Penicillin sulfoxide esters are reacted with an isocyanate to produce the corresponding (substituted)-2-carbamoyloxymethylpenam, the corresponding (substituted)-3-carbamoyloxycepham or the corresponding 3-methylcephem. The 6- or 7-side-chain of these products may be cleaved to give the corresponding 6-amino (penams) or 7-amino (cephams and cephems) compounds, and the latter may be reacylated to produce different 6-acyl-2-carbamoyloxymethyl penams, 7-acyl-3-carbamoyloxy cephams and 7-acyl-3-methylcephems. The substituent groups may be removed from the (substituted)-2-carbamoyloxypenams or the (substituted)-3-carbamoyloxycephams to give the corresponding free 2-carbamoyloxymethylpenams or 3-carbamoyloxycephams, respectively.

REFERENCES:
patent: 3954732 (1976-05-01), Kamiya et al.
patent: 4084049 (1978-04-01), Kamiya et al.
patent: 4218374 (1980-08-01), Kamiya et al.
patent: 4264597 (1981-04-01), Hashimoto et al.

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