反应详情

To a solution of 909 mg of sodium 3-hydroxymethyl-7β-[2-(2-tritylaminothiazol-4-yl)-(Z)-2-trityloxyiminoacetamido]-3-cephem-4-carboxylate and 619 mg of 3-amidino methylthio-5-mercapto-1,2,4-thiadiazole in 8 ml of DMF was added 1.4 g of ethyl o-phenylenephosphate under ice-cooling and stirring. The reaction mixture was stirred at room temperature for 4 hours and then subjected to a column chromatography on silica gel (150 g), being eluted with aceton/water (95:5). The eluate was concentrated to dryness under reduced pressure to obtain a powder to which was added 20 ml of formic acid. After stirring at room temperature for 14 hours, the mixture was distilled under reduced pressure to remove formic acid. The residue was added with water and THF, adjusted to pH 7 under ice-cooling, washed with ethyl acetate, concentrated under reduced pressure and then subjected to a column chromatography on XAD-II (140 mg), being washed with water and eluted with 20% aqueous ethanol. The eluate was concentrated under reduced pressure and then lyophilized to give 155 mg of the title compound as a pale yellow powder.

1. temperaturecooling
2. stirringThe reaction mixture was stirred at room temperature for 4 hours
3. washbeing eluted with aceton/water (95:5)
4. concentrationThe eluate was concentrated to dryness under reduced pressure
5. customto obtain a powder to which
6. stirringAfter stirring at room temperature for 14 hours
7. distillationthe mixture was distilled under reduced pressure
8. customto remove formic acid
9. additionThe residue was added with water and THF
10. temperaturecooling
11. washwashed with ethyl acetate
12. concentrationconcentrated under reduced pressure
13. washbeing washed with water
14. washeluted with 20% aqueous ethanol
15. concentrationThe eluate was concentrated under reduced pressure