2-(aminooxy)-N-hydroxy-2-methylpropionamide hydrochloride → 3-[[[2-[(3,4-Dihydroxybenzenesulphonamido)methyl]-5-methyl-s-triazolo[1.5-a]pyrimidin-7-yl]thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Participants

Reaction Steps

(6R,7R)-7-(2-Amino-4-thiazoleglyoxylamido)-3-[[[2-[(3,4-dihydroxybenzenesulphonamido)methyl]-5-methyl-s-triazolo[1,5-a]pyrimidin-7-yl]thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (0.05 g) and 0.02 g of 2-(aminooxy)-N-hydroxy-2-methylpropionamide hydrochloride are stirred in 0.5 ml of dimethylacetamide for 16 hours at room temperature. The dimethylacetamide is evaporated in a high vacuum, the residue is digested with water and the precipitate formed is filtered off and dried. There is obtained 0.015 g of (6R,7R)-7-[(Z)-2-(2-amino-4-thiazolyl)-2-[(1-hydroxycarbamoyl)-1-methylethoxy)imino]acetamido]-3-[[[2-[(3,4-dihydroxybenzenesulphonamido)methyl]-5-methyl-s-triazolo[1.5-a]pyrimidin-7-yl]thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid as a pale beige powder.

Provenance & Evidence