반응 #56294

반응 방정식

7β-(2-thienylacetamido)-3-hydroxymethyl-3-cephem-4-carboxylic acid sodium salt

N-tosylphthalimide

triethylamine

→

7β-(2-thienylacetamido)-3-[2-(N-tosylcarbamoyl) benzoyloxy]methyl-3-cephem-4-carboxylic acid sodium salt

수율 58.5%

용매

N,N-dimethylformamide

water

반응 조건

후처리

1. 1
   세척rinsed with ethyl acetate
2. 2
   추출extracted with ethyl acetate
3. 3
   기타The extract is dried
4. 4
   workup.ADDITIONa solution of sodium 2-ethylhexanoate in isopropyl alcohol is added

실험 절차

In N,N-dimethylformamide (40 ml) is dissolved in 7β-(2-thienylacetamido)-3-hydroxymethyl-3-cephem-4-carboxylic acid sodium salt (3.8 g), followed by the addition of N-tosylphthalimide (4.0 g) and triethylamine (2.0 ml) in that order. The mixture is stirred at room temperature for 4 hours. The reaction mixture is poured in water (100 ml) and rinsed with ethyl acetate. The aqueous layer is adjusted to pH 2.0 with dilute phosphoric acid and extracted with ethyl acetate. The extract is dried and, then, a solution of sodium 2-ethylhexanoate in isopropyl alcohol is added. By this procedure is obtained 7β-(2-thienylacetamido)-3-[2-(N-tosylcarbamoyl) benzoyloxy]methyl-3-cephem-4-carboxylic acid sodium salt (4.0 g).

출처