A method of producing a 4-cyano-2-azetidinone.

摘要

4-Cyano-2-azetidinone derivatives represented by the formula IMAGE [I] wherein R1 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 IMAGE +TR IMAGE wherein R2 is an acylated or protected amino group, Y is a halogen atom or a group having the formula -OCOR3, -SCOR3 or -S(O)n-R3 (R3 being a hydrocarbyl group and n an integer 1 or 2), R4 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=SO3H, [I] are also useful as antimicrobial agents and as beta-lactamase inhibitors.