Process for making cephalosporins

Details Process for making cephalosporins Process for making cephalosporins

C - Chemistry, Metallurgy

07

D

260/103, 204/91.

C07D 501/08 (2006.01) A61K 31/545 (2006.01) C07D 501/04 (2006.01) C07D 501/14 (2006.01) C07D 501/16 (2006.01) C07D 501/20 (2006.01) C07D 501/22 (2006.01) C07D 501/24 (2006.01) C07D 501/28 (2006.01) C07D 501/30 (2006.01) C07D 501/32 (2006.01) C07D 501/34 (2006.01) C07D 501/36 (2006.01) C07D 501/40 (2006.01) C07D 501/42 (2006.01) C07D 501/44 (2006.01) C07D 501/46 (2006.01) C07D 501/60 (2006.01) C07D 513/04 (2006.01)

Patent

CA 1057282

ABSTRACT OF THE DISCLOSURE A process is disclosed for preparing a cephalosporin of structure: Image (III) (III) where R is selected from the class consisting of hydrogen, alkyl having from 1 to 4 carbon atoms, cyano-methyl, thienyl-methyl, furyl-methyl, naphthyl-methyl, phenyl-methyl, phenoxy-methyl, phenyl-isopropyl, phenoxy-isopropyl, pyridyl-4-thiomethyl, tetra- zolyl-1-methyl; R1 is selected from the class consisting of hydroxy, alkoxy having from 1 to 4 carbon atoms, trichloroethoxy, benzyloxy, p- methoxy-benzyloxy, p-nitrobenzyloxy, benzhydryloxy, triphenyl- methoxy, phenacyloxy, p-halophenacyloxy; and Z is selected from the class consisting of hydrogen, hydroxy, -O-Alkyl, -O-CO-Alkyl, -Br, -I, -N3, -NH2, -O-COCH3, -O-CO-NH2, and an -S-mononuclear nitrogen heterocyclic ring, wherein a compound of structure: Image (I) where R, R1 and Z have the above meanings, is reacted with iodine in a suitable aqueous solvent at a temperature between 5° and 80°Cin the presence of an oxide of a heavy metal or with a free radical initiator under the influence of light or heat, to give a compound of structure: Abstract continued ... Image (II) in which R, R1 and Z have the above meanings, and the said intermediate (II) is reacted in a suitable sol- vent with a compound selected from the class consisting of in- organic and organic bases to finally give the desired compound (III) which is then isolated and purified in per se known manner.

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