Novel 3-amino-2-oxo-azetidine-1-sulfonic acids

Details Novel 3-amino-2-oxo-azetidine-1-sulfonic acids Novel 3-amino-2-oxo-azetidine-1-sulfonic acids

1987-06-29

1990-02-13

Berch, Mark L.

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Heterocyclic carbon compounds containing a hetero ring...

544355, A61K 31425, C07D41712

Patent

active

049007289

ABSTRACT:
Novel syn isomers of racemates and optical isomers of 3-amino-2-oxo-azetidine-1-sulfonic acids of the formula ##STR1## wherein R is selected from the group consisting of hydrogen linear or branched optionally substituted alkyl of 1 to 12 carbon atoms and optionally substituted alkenyl and alkynyl of 2 to 12 carbon atoms, R.sub.1 is --(CH.sub.2).sub.n --X, n is an integer from 1 to 4, X is selected from the group consisting of halogen, --CN, --OR', --SR.sub.1 ", azido, thiocyanate, isothiocyanate, and ##STR2## is selected from the group consisting of hydrogen and alkyl of 1 to 4 carbon atoms, R" is selected from the group consisting of hydrogen, alkyl of 1 to 4 carbon atoms and a heterocycle and R' and R" are individiually selected from the group consisting of hydrogen and alkyl of 1 to 4 carbon atoms and taken together with the nitrogen to which they are attached form a heterocycle and A.sup.1 is selected from the group consisting of hydrogen, and metal cations and their nontoxic, pharmaceutically acceptable acid addition salts, the wavy line indicating the cis form, trans form or cis trans forms having antibiotic properties.

REFERENCES:
Skotnicki, Chem. Abs., 100, 22469, (1983).
Nakagawa, Chem. Abs., 100, 174523, (1983).
Mukerjee, Tetrahedron, 34, 1731, (1978).
Bose, Chem. Comm., 1970, p. 975.
Carroll, Tet. Letters, 1974, p. 1515.

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