N-(substituted-methyl)-azetidin-2-ones

Claim 1

A compound of the formula ##STR43## wherein R is hydrogen, C 1 -C 4 alkoxy, C 1 -C 4 alkyl, C 1 -C 4 alkyl mono-substituted by hydroxy, C 1 -C 4 alkoxy, halogen, amino, protected-amino, carboxy, or protected carboxy; or R is amino, or protected amino wherein the protecting group is C 1 -C 5 alkanoyl, C 1 -C 5 alkanoyl mono-substituted by halogen, cyano, or hydroxy; an arylacetyl or heteroarylacetyl group of the formula ##STR44## wherein R° is thienyl, benzothienyl, furyl, benzofuryl, thiazolyl, oxazolyl, isoxazolyl, isothiazolyl, pyrazolyl, thiadiazolyl, oxadiazolyl, pyridyl, and said heterocyclic rings mono-substituted by C 1 -C 4 alkyl, amino, protected amino, or hydroxy; cyclohexadienyl, naphthyl, phenyl, or a substituted phenyl group of the formula ##STR45## wherein a and a' independently are hydrogen, halogen, hydroxy, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, amino, aminomethyl, methylsulfonylamino, hydroxymethyl, trifluoromethyl, carboxy, protected carboxy, carboxymethyl, or protected carboxymethyl; Q is hydrogen, hydroxy, C 1 -C 4 alkanoyloxy, carboxy, protected carboxy, sulfo (--SO 3 H), amino, protected amino, or a substituted amino group of the formula ##STR46## wherein x is hydrogen or C 1 -C 3 alkyl; R' is furyl, thienyl, phenyl, halophenyl, nitrophenyl, styryl, halostyryl, nitrostyryl, or a group of the formula ##STR47## wherein y is hydrogen or C 1 -C 3 alkyl; R" is hydrogen, C 1 -C 4 alkyl, benzyl, C 2 -C 5 alkanoyl, or C 1 -C 3 alkylsulfonyl; and when R' is --N(y)R" x and y may be taken together with the --N--C(O)--N--R" group to which they are bonded to form a 5- or 6-membered ring-containing group of the formula ##STR48## wherein R" has the same meanings as defined hereinabove and q is 2 or 3; or Q is a substituted amino group of the formula ##STR49## or Q is a benzamido group of the formula ##STR50## wherein b' is an integer of 1-3; or R is an acylamino group of the formula ##STR51## wherein a and a' have the same meanings as defined above, Z is O or S, and n is 0 or 1; or an oximino-substituted acylamino group of the formula ##STR52## wherein R° is as defined above, and R"' is hydrogen, C 1 -C 4 alkyl, or a carboxy-substituted alkyl or carboxy-substituted cycloalkyl group of the formula ##STR53## wherein m is 0 to 3, and c and d when taken separately are independently hydrogen or C 1 -C 3 alkyl, and when taken together with the carbon atom to which they are bonded form a 3- to 6-membered carbocyclic ring; and R"" is hydrogen, or a carboxy-protecting ester group; R 1 is hydrogen, hydroxy, C 1 -C 4 alkoxy, halogen, or C 1 -C 4 alkyl; R 2 is hydrogen; Y is a substituted methyl group of the formula ##STR54## wherein R 3 is protected carboxy; and