Organic compounds -- part of the class 532-570 series – Organic compounds – Chalcogen in the nitrogen containing substituent
Patent
1977-01-17
1978-09-05
Meyers, Albert T.
Organic compounds -- part of the class 532-570 series
Organic compounds
Chalcogen in the nitrogen containing substituent
42424851, 42424852, 42424853, 42424854, 42424855, 42424856, 42424857, 42424858, C07D26536, C07D49802, A01N 900, A01N 922
Patent
active
041122305
ABSTRACT:
There is described the stereoselective total synthesis of novel .DELTA..sup.2,3 -1,4-morpholine-2-carboxylic acids possessing a fused .beta.-lactam ring in the 1,6-position and carrying a substituent cis to carbon 5 in the 7-position of the fused ring system represented by the general formula ##STR1## wherein Z is halo, hydroxyl, etherified hydroxyl or hydroxyl esterified with a carboxylic acid residue or a sulfonic acid residue and X is amino, azido or acylamino. Also included in the invention are compounds of formula I in which the carboxyl group at the 2-position is protected as by an easily cleavable ester group and salts of both the free acids and carboxyl-protected compounds of formula I. The compounds of formula I are potent antibacterial agents or are of use as intermediates in the preparation of such antibacterial agents.
REFERENCES:
patent: 4012383 (1977-03-01), Belleau et al.
patent: 4013648 (1977-03-01), Horning et al.
J.C.S. (Chem. Comm.), 1972, pp. 589-590, Brunwin & Lowe.
Conway Terry T.
Lim Gary M. F.
Menard Marcel
Bristol-Myers Company
Meyers Albert T.
Morse David M.
Robinson D. W.
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