Dicyclohexylcarbodiimide → 7-(Phenylsulfinylacetamido)-3-(2-methyl-1,3,4-thiadiazol-5-ylthiomethyl)-3-cephem-4-carboxylic acid

To 8 ml of methylene chloride were added 0.37 g of phenylsulfinylacetic acid of the R form ([α]D20 : +183°, C=1.00, ethanol) and 0.41 g of dicyclohexylcarbodiimide, and the mixture was agitated at room temperature for 1.5 hours. Then, a solution consisting of 0.69 g of 7-amino-3-(2-methyl-1,3,4-thiadiazol-5-ylthiomethyl)-3-cephem-4-carboxylic acid, 0.28 ml of triethylamine and 8 ml of methylene chloride was added to the above mixture, and the resulting mixture was agitated at room temperature overnight. The reaction mixture was filtered, and the filtrate was post-treated in the same manner as described in Example 19 to obtain 0.17 g of 7-(phenylsulfinylacetamido)-3-(2-methyl-1,3,4-thiadiazol-5-ylthiomethyl)-3-cephem-4-carboxylic acid of the R form, the IR and NMR spectra of which were found to be in agreement with those of the intended product.

1. additionwas added to the above mixture
2. stirringthe resulting mixture was agitated at room temperature overnight
3. filtrationThe reaction mixture was filtered
4. additionthe filtrate was post-treated in the same manner

ORD-Eintrag

ord-d05c75062b8f456d8a3126a5a286064e

Quelldatensatz

uspto-grants-1981_01

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US04245107