C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
260/335.5
C07D 205/08 (2006.01)
Patent
CA 1110252
ABSTRACT OF THE DISCLOSURE The present invention provides for the stereoselective total synthesis of certain novel substituted .DELTA. 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 Image wherein Q is hydrogen, alkyl, aralkyl or -CH2COOZ where Z is hydrogen or the residue of an ester group and X is azido, amino or acylamino. When X is acylamino, these acids (and their pharmaceutically acceptable salts and physiologically hydrolyzed esters) are potent antibacterial agents. This divisional is directed to enol intermediate products used in the above preparation, and having the formula Image ?? wherein R" is an easily cleavable ester selected from the group consisting of benzhydryl, benzyl, p-nitrobenzyl, p-methoxybenzyl, trichloroethyl, trimethylsilyl, phenacyl, acetonyl, (lower)alkyl, triphenylmethyl, methoxymethyl, indanyl, phthalidyl, pivaloyl- oxymethyl and acetoxymethyl.
364191
Belleau Bernard R.
Conway Terry T.
Doyle Terrence W.
Luh Bing Y.
Bristol-Myers Canada Limited
Gowling Lafleur Henderson Llp
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