Process for producing azetidinones

Details Process for producing azetidinones Process for producing azetidinones

C - Chemistry, Metallurgy

07

D

260/336, 260/386

C07D 205/08 (2006.01) C07D 205/085 (2006.01) C07D 403/04 (2006.01) C07D 405/04 (2006.01)

Patent

CA 1259322

ABSTRACT OF THE DISCLOSURE Azetidinones of the formula: Image (I) wherein R-O-CO is a protective group for the amino group; R2 is a protective group for the nitrogen atom of the imino compound; R3 is an organic residue bonding through a carbon atom thereof, can be produced, in fewer steps, more economically and in an increased yield as compared with known process, by reacting a compound of the formula: R2-N=CH-R3 wherein the symbols are as defined above, or a salt thereof with: (A) a compound of the formula: R-O-CO-NH-CH2-CO-O-CO-OR1 wherein R-O-CO is as defined above and CO-OR1 is an esterified carboxyl group, or (B) a reaction mixture formed by the reaction of an amino-protected glycine of the formula: R-O-CO-NH-CH2-COOH wherein R-O-CO is as defined above, or a salt thereof, with an alkyl halogenocarbonate of the formula: - 2 - X-CO-OR 1 wherein CO-OR1 is as defined above, and X is halogen, in the presence of a base. The compound (1) are useful as inter- mediates for the synthesis of .beta.-lactam antibiotics.

470790

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