Triethylamine → HCID 131719791, compound

Participants

Reaction Steps

A solution of 2-adamantyl oxycarbonyl-α-methyl DL tryptophane (0.79 g, 0.002 mmol) in methylene chloride (60 mL) was treated with hydroxybenzothiazole hydrate (0.3 g, 0. 0022 mmol), 1-(2-dimethylamino propyl)-3-ethylcarbodiimide. HCl (0.38 g, 0.002 mmol) and triethyl amine (0.202 g, 0.002 mmol). After stirring at room temperature for 2 hours a solution of 3H-xanthane-9-methenamine (0.495 g, 0.002 mmol) in methylene chloride (10 mL) was added. The reaction mixture was stirred at room temperature overnight. The clear solution was concentrated in vacuo. The resulting oil was taken up in ethyl acetate. The ethyl acetate solution was washed with 1 NHCl, saturated NdHCO3 and brine. The organic phase was dried over MgSO4 and concentrate in vacuo to give a white foam. The product was chromatographed over silica using 50% ethyl acetate; 50% hexane as eluant to give the title compound (0.72 g, 59%).

Provenance & Evidence