Reaktion #1374792

Reaktionsgleichung

7-Amino-3-cephem-4-carboxylic acid benzhydryl ester

cyanomethylthioacetyl chloride

triethylamine

→

7-cyanomethylthioacetamido-3-cephem-4-carboxylic acid benzhydryl ester

Lösungsmittel

methylene chloride

methylene chloride

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooled in an ice bath
2. 2
   Waschenis washed with water
3. 3
   Trocknenwith pH 4 buffer, and dried (Na2SO4)
4. 4
   SonstigeThe solvent is removed in vacuo

Vorschrift

7-Amino-3-cephem-4-carboxylic acid benzhydryl ester (366 mg.) (prepared by the method of Netherlands Patent no. 7,309,135) is dissolved in methylene chloride (5 ml.), cooled in an ice bath, and cyanomethylthioacetyl chloride (149 mg.) in methylene chloride (5 ml.) is added followed by triethylamine (101 mg.). The mixture is stirred for 4 hours at 0°-5° and, after diluting with methylene chloride the reaction mixture is washed with water then with pH 4 buffer, and dried (Na2SO4). The solvent is removed in vacuo yielding the product 7-cyanomethylthioacetamido-3-cephem-4-carboxylic acid benzhydryl ester as an oil.

Quelle