Bistrimethylsilylacetamid → HCID 14390891, compound

Participants

Reaction Steps

7.4 ml of bis(trimethylsilyl)acetamide (0.03 mol) was added to a suspension of 2.47 g (0.005 mol) of (S)-[1-[[[[2-(3,4-dihydroxybenzoyl)hydrazino]sulfonyl]amino]carbonyl]-2-oxo-3-azetidinyl]carbamic acid, phenylmethyl ester (see Example 3A) in 40 ml of acetonitrile. After stirring for 15 minutes, a clear solution was obtained. One gram of palladium on charcoal (10%) was added and hydrogen was passed through the solution with stirring. The catalyst was filtered off and 2 ml of methanol were added to the solution, followed by a few drops of acetic acid. The mixture was stirred for 2 hours with cooling (ice/water) and the precipitate was filtered off, washed with acetonitrile and petroleum ether to yield 1.5 g of (S)-3-amino-N-[[2-(3,4-dihydroxybenzoyl)hydrazino]sulfonyl]-2-oxo-1-azetidinecarboxamide.

Provenance & Evidence