Triethylamine → HCID 86607766, compound

Participants

Reaction Steps

To a solution of methyl N-[(3R)-3-aminobutyl]-N-[(benzyloxy)carbonyl]-D-alaninate (0.5 g, 1.6 mmol) in dichloromethane (65 mL) was added trimethylaluminum (0.8 mL, 2M in toluene) and triethylamine (0.025 mL, 0.16 mmol), and the reaction mixture was stirred overnight at room temperature. Celite was added and the reaction was quenched by the dropwise addition of saturated aqueous ammonium chloride solution. The white granular solid formed was filtered and washed with dichloromethane. The filtrate was evaporated and purified by flash chromatography on a Biotage® system (silica gel, 5% methanol/dichloromethane) to yield the title compound. MS 277.2 (M+1).

Provenance & Evidence