1-Hydroxybenzotriazole → HCID 57779768, compound

Participants

Reaction Steps

To a solution of racemic 3-amino-2,3,4,5-tetrahydro-1H-[1]-benzazepin-2-one (0.100 g, 0.57 mmol) in dichloromethane (5.0 mL) were added N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (0.218 g, 1.13 mmol), 1-hydroxybenzotriazole (0.153 g, 1.13 mmol), diisopropylethylamine (0.20 mL, 1.13 mmol) and N-Boc-D-2-trifluoromethyl phenylalanine (0.189 g, 0.57 mmol). The resulting mixture was stirred at room temperature for 18 hours, then diluted with H2O and extracted with ethyl acetate. The organic extracts were combined, dried over MgSO4, filtered and concentrated in vacuo to give an oil that was purified via prepatory thin-layer chromatography on silica gel (50% ethyl acetate/hexanes) to give the desired product.

Provenance & Evidence