Triethylamine → HCID 178501430, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of 10.0 g of L-histidine methyl ester dihydrochloride in 200 ml of dry chloroform were added 18.4 ml of a triethylamine and 10.2 g of 4-methoxybenzyloxycarbonylazide under cooling, and the mixture was stirred for 16 hours at 0° C. The reaction mixture was concentrated under reduced pressure, and a 5% aqueous sodium bicarbonate solution was added to the residue. The mixture was extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel flash column chromatography (eluent: chloroform/methanol=10/1 by volume) to obtain 11.0 g of N-(4-methoxybenzyloxycarbonyl)-L-histidine methyl ester as a yellow oil.

Provenance & Evidence