CEPHAM DERIVATIVE USING INDIUM AND TIN AND PROCESS FOR PREPARATION THEREOF

摘要

PURPOSE: Cepham derivatives prepared by the reaction of 3-hydroxy cephem derivatives and allylhalide or acetylene halide in a solvent in the presence of a metal catalyst and process for the preparation method thereof are provided which can be used as an intermediate for the manufacture of cephem antibiotics. CONSTITUTION: Cepham derivatives of formula (I) useful as an intermediate for producing cephem antibiotics are prepared by the reaction of 3-hydroxy cephem derivatives of formula (V) and allylhalide (III) or acetylene halide in a solvent in the presence of a metal catalyst at 0 to 100°C for 1 to 96 hr. In formula, R1 represents phenylacetyl, 2-£2-amino(1,3-thiazole-4-yl)-2-(hydroxyalkoxyimino)ethinyl, 2-£2-amino(1,3-thiazole-4-yl)-2-(alkoxyimino)ethinyl or 4-hydroxyphenylglycine derivative, R2 is H, carboxylic acid salts (sodium and potassium salt as inorganic salts, alkylamine salt, aromatic amine salt as organic salts), a molecular protecting group in the cephalosporin field of 4-methoxybenzyl, diphenylbenzyl, diphenylmethyl, 4-nitrobenzyl, allyl as a carboxyl protecting group, in a Q compound, R3, R4 and R5 represent each H, halogen, methyl, ethyl, hydroxy, phenyl or alkoxycarbonyl.