| 摘要 |
1332306 Penicillins and cephalosporins GLAXO LABORATORIES Ltd 11 Dec 1970 [23 Dec 1969] 62711/69 Heading C2A 6 - Acylamino - penicillins and 7 - acylaminocephalosporins are prepared by N-acylating a 6-aminopenicillanic acid or a 7-amino cephalosporanic acid or a salt, ester or amide of these compounds, with an acyl halide in the presence of an oxirane which binds hydrogen halide liberated in the acylation reaction. The penicillin or cephalosporin starting compounds have the Formula (I) wherein Z is #S, #S#O, or #SO 2 and X is a group of structure (a) or (b) wherein Y is hydrogen, acetoxy, hydroxy or the residue of a nucleophile and the dotted line in (b) indicates that the compound may be a ceph-2-em or a ceph-3-em compound. The oxirane may be a mono- or di-epoxy compound, e.g. cyclohexene oxide, styrene oxide epichlorohydrin, phenylglycidyl ether, butadiene diepoxide, or preferably a C 1 to C 6 alkylene oxide such as ethylene- or propylene-oxide. The reaction is preferably effected in a solvent which may be the oxirane or may include, e.g. halogenated alkanes, ethyl acetate, acetone, methyl iso-butyl ketone, acetonitrile, dimethylacetamide or dimethyl-formamide. |
