Oxygen analogs of cephalosporins

Details Oxygen analogs of cephalosporins Oxygen analogs of cephalosporins

C - Chemistry, Metallurgy

07

D

260/108.5

C07D 501/00 (2006.01)

Patent

CA 1092096

OXYGEN ANALOGS OF CEPHALOSPORINS Abstract of the Disclosure In accordance with this invention, it has been found that the oxygen analog of 7-amino-cephalosporanic acid and biologically active derivatives thereof can be formed from esters of 7-amino- cephalosporanic acid. Ester of 7-oxocephalosporanic acid can be formed by diazotization of an ester of 7-amino-cephalosporanic acid and contact of the diazo compound so formed with a hypohalous acid and a base in a water miscible organic solvent. Oxygen analogs of cephalosporins as ester are then formed by reducing the aforesaid ester to the corresponding 7 .beta. -hydroxy- cephalosporanate and then forming the desired analog by introduc- tion of a side chain via hydroxyl group modification. Oxygen analogs of cephalosporins are then formed by regeneration of the acid via protective group removal.

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