4-Chloroazetidinone-1-(2',3'-dichloroisopropyl) acetates and pro

Details 4-Chloroazetidinone-1-(2',3'-dichloroisopropyl) acetates and pro 4-Chloroazetidinone-1-(2',3'-dichloroisopropyl) acetates and pro

1976-03-17

1977-11-08

Coughlan, Jr., Paul M.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260308D, 260326E, 260326N, 2603322H, 2603065, 424244, 544 5, 544 15, 544 27, 544 29, 544 30, 544 28, C07D20508, C07D51304, C07D41712

Patent

active

040575403

ABSTRACT:
The invention relates to novel azetidinones of the general formula: ##STR1## wherein R stands for lower alkyl, phenyl, phenyloxyloweralkyl, phenylloweralkyl, 2-thiophenemethyl, 5-tetrazolylmethyl, R.sup.3 O--and R.sup.3 S--, wherein R.sup.3 stands for lower alkyl, phenyl or phenylloweralkyl; R.sup.1 is hydrogen or a cleavable radical selected from lower alkyl; loweralkoxymethyl, 2,2,2-trichloroethyl, benzyl, p-halobenzyl, p-nitrobenzyl and p-methoxybenzyl, benzhydryl and trimethylsilyl; R.sup.2 is hydrogen or methoxy; X is SCl, Sbr or --OH in which case the C.sub.3 -sidechain is better represented as the amide RCONH-- group; Y is chloro or bromo; and ##STR2## may also be taken as phthalimido. These novel compounds possess antibacterial activity and are useful intermediates for the synthesis of modified penicillins and the analogues of penicillins.

REFERENCES:
patent: 3962276 (1976-06-01), Kukolja

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