| 摘要 |
<p>1295908 Cephalosporin esters and sulphoxides ELI LILLY & CO 26 March 1970 [28 March 1969 8 Dec 1969] 14835/70 Headings C2A and C2C Novel cephalosporin sulphoxide esters of Formula (I). and also cephalosporin esters of Formula (II) wherein X is Cl, Br or I, R has the formula in which m is 0-4, n is 1-4, Z is oxygen, sulphur or a chemical bond, R<SP>3</SP> and R<SP>4</SP> are each H or CH 3 , Y is H or a substituent on the phenyl ring and z is 1 or 2; and R<SP>1</SP> is 2,2,2-trichloroethyl, C 4 -C 6 tert-alkyl, C 5 -C 7 tent.alkenyl, C 5 -C 7 tert-alkynyl, benzyl, methoxybenzyl, nitrobenzyl, phenacyl, phthalimidomethyl or succinimidoniethyl, are prepared by reacting phosphorus trichloride, tribromide, pentachloride, pentabromide, oxychloride or oxybromide with a corresponding 3-hydroxymethyl #<SP>3</SP>-cephalosporin sulphoxide ester in the presence of a tertiary amine in an anhydrous aprotic organic liquid diluent at a temperature of -75‹ C. to 50‹ C. When temperatures above -25‹ C. are employed and the reactant is phosphorus trichloride or tribromide in excess of the theoretical equimolar amount, the product has the Formula (II) above. Use of (a) an equimolar amount of phosphorus trichloride or tribromide at below -25‹ C., and (b) phosphorus penta-bromide or -chloride or oxybromide or - chloride, results in a sulphoxide product of Formula (I). The resulting 3-chloro- or 3- bromomethyl compounds may be -converted to the 3-iodomethyl compound by treatment with alkali metal iodide.</p> |
