Trifluoroacetic acid → HCID 178443077, compound

Participants

Reaction Steps

A total amount of 198 g of N-palmitoyloxy-glycyloxysuccinimide synthesized above was suspended in DMF, and a suspension of 113 g (0.728 mol) of L-histidine and 55.6 ml (0.400 mol) of triethylamine in 350 ml of water was added with stirring while cooling with ice. Then, the whole was stirred while cooled with ice for 30 minutes, then allowed to reach room temperature, and further stirred for 17 hours. A precipitated solid was collected by filtration without treatment to give a solid. The solid was added into a solution mixed with 120 ml of trifluoroacetic acid and 1.5 L of ice water. The whole was stirred, and then an insoluble was collected by filtration. The obtained solid was charged into a jug, washed with 2 L of water three times, and then dried under reduced pressure. The obtained dried solid was dissolved in 400 ml of trifluoroacetic acid, and a small amount of insoluble was filtered off with a membrane-filter. The filtrate was concentrated under reduced pressure to about half the volume. Then, a solid was washed with diethyl ether and dried under reduced pressure. The solid was washed with water several times, and the obtained solid was dried under reduced pressure to give 112 g (54%) of a colorless solid.

Provenance & Evidence