Triethylamine → HCID 19106935, compound

Participants

Reaction Steps

A mixture of 0.84 g (3.01 mmol) of N-carbobenzyloxy-ε-aminocaproic acid, 0.39 g (2.89 mmol) of 1-hydroxybenzotriazole hydrate, and 0.59 g (2.86 mmol) of DCC in 3 mL of acetonitrile and 6 mL of DMF is stirred at room temperature under nitrogen for 20 minutes. A quantity of 0.50 g (2.88 mmol) of tyramine hydrochloride followed by 0.40 mL (2.88 mmol) of triethylamine are added and the mixture is stirred for 2 days at room temperature. The mixture is filtered and the filtrate is evaporated. The residue is taken-up into EtOAc, refiltered, and evaporated to give a yellow oil. Purification via silica gel chromatography eluting with 9:1 CHCl3 -MeOH gives crystalline product; wt 0.98 g (88%); mp 107.8°-108.4° C.; MS (CI) 385 (M+1).

Provenance & Evidence