4-Cyano-2-azetidinones and production thereof

Details 4-Cyano-2-azetidinones and production thereof 4-Cyano-2-azetidinones and production thereof

1982-12-20

1985-12-24

Berch, Mark L.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

2602454, 2603303, 2603309, 544 90, 544238, 544229, 544279, 544295, 544296, 544298, 544300, 544301, 544310, 544311, 544316, 544317, 544319, 544320, 544321, 544322, 544323, 544324, 544325, 544327, 544331, 544332, 544333, 544334, 544335, 544336, 544337, 544359, 544360, 544362, 544363, 544364, 544365, 544366, 544367, 544369, 544370, 544371, 544372, 544374, 544377, 544379, 544405, 544406, 544407, 544408, 544409, 546 14, 546114, 546122, 546123, 546153, 546155, 546156, 546157, 546159, 546162, 546187, 546193, 54619

Patent

active

045605084

ABSTRACT:
4-Cyano-2-azetidinone derivatives represented by the formula ##STR1## wherein R.sup.1 is an amino group which may be acylated or protected, X is a hydrogen atom or a methoxy group and W is a hydrogen atom or a sulfo group, and methods of producing the same, for example, as represented by ##STR2## wherein R.sup.2 is an acylated or protected amino group, Y is a halogen atom or a group having the formula --OCOR.sup.3, --SCOR.sup.3 or --S(O).sub.n --R.sup.3 (R.sup.3 being a hydrocarbyl group and n an integer 1 or 2), R.sup.4 is an amino group which may be acylated or protected and X is as defined above. Compounds [I] are useful as advantageous intermediates for the synthesis of optically active 4-substituted-2-azetidinone derivatives, and, when W=SO.sub.3 H, [I] are also useful as antimicrobial agents and as beta-lactamase inhibitors.

REFERENCES:
patent: 4166816 (1979-09-01), Gleason et al.
patent: 4200572 (1980-04-01), Gleason et al.
patent: 4416817 (1983-11-01), Matsuo et al.
Hubschnerlen, Chem. Abs., 99, 38291c (1983).

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