p-Toluenesulfonic acid → HCID 178494566, compound

Participants

Reaction Steps

A solution of 1.8 g (15 mmol) of p-toluenesulfonic acid in 5 ml of acetone was added dropwise to a solution of 5 g (9.3 mmol) of α-(2,2-dimethylpropanoyloxy)ethyl 7-[2-(2-aminothiazol-4-yl)-2-(Z)-hydroxyimino-acetamido]-3-methoxymethyl-3-cephem-4-carboxylate in 35 ml of acetone. After stirring briefly, a thick precipitate formed. After stirring for 15 minutes, a total of 185 ml of diisopropyl ether were slowly added dropwise to complete crystallization and the mixture was stirred for a short time. The precipitate was then filtered off with suction, washed with a little diisopropyl ether and dried in vacuo over calcium chloride/paraffin. 5.9 g of crystalline title compound were obtained, which consisted of an approximately 1:1 mixture of the two diastereomers according to HPLC and was identical in its physical and chemical properties with the product from working example 2.

Provenance & Evidence