Preparation of azetidinone sulfinic acids from cephalosporin...

Details Preparation of azetidinone sulfinic acids from cephalosporin... Preparation of azetidinone sulfinic acids from cephalosporin...

C - Chemistry, Metallurgy

07

D

260/336, 260/387

C07D 205/08 (2006.01) C07D 205/095 (2006.01) C07D 409/12 (2006.01) C07D 417/12 (2006.01) C07D 505/00 (2006.01)

Patent

CA 1249285

ABSTRACT OF THE DISCLOSURE Azetidinone sulfinic acids of Formula (I) Image (I) in which: R1 is an acyl residue of a carboxylic acid; R2 is hydrogen, lower alkoxy or lower alkylthio; and R3 is a removable ester forming group; are prepared by reacting a 3-exomethylene sulfone of Formula (II) Image (II) wherein R1, R2 and R3 are as defined above, with a metal such as activated zinc or magnesium and a protonic acid in a solvent such as N,N-dimethylformamide and at a temperature of from about 20° to about 100°C. The azetidinone sulfinic acids thereby obtained are useful in the synthesis of 1-oxadethiacephalosporin anti- biotics.

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