Process for azetidinones

Details Process for azetidinones Process for azetidinones

C - Chemistry, Metallurgy

07

D

260/335.5, 260/2

C07D 205/08 (2006.01) C07D 205/085 (2006.01)

Patent

CA 1282066

Abstract A process for 4-halomethylazetidin-2-ones is provided which comprises mixing in an inert solvent a positive halogen reagent in the presence of a weak base with a .beta.,.gamma.-unsaturated O-acylhydroxamate of the formula Image wherein R is protected amino, lower alkyl or phenyl substituted lower alkyl, R2 is a substituent such as lower alkyl which may be substituted by formyl, hydroxy, halogen, etc., and R1 is alkoxy, benzyloxy, etc. When R is a protected amino group, the-process provides cis-4- halomethylazetidin-2-ones, while when R is alkyl or phenylalkyl, the trans isomer is obtained. The 4-halo- methylazetidinones are useful intermediates for known antibiotic compounds.

543734

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