تفاعل #56294

معادلة التفاعل

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

المردود 58.5%

المذيبات

N,N-dimethylformamide

water

ظروف التفاعل

المعالجة

1. 1
   غسيلrinsed with ethyl acetate
2. 2
   استخلاصextracted with ethyl acetate
3. 3
   أخرىThe extract is dried
4. 4
   workup.ADDITIONa solution of sodium 2-ethylhexanoate in isopropyl alcohol is added

الإجراء التجريبي

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).

المصدر