Methyl 4-Formylbenzoate → HCID 68773281, compound

Participants

Reaction Steps

[(S)-1-Aminomethyl-2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-carbamic acid tert-butyl ester (640 mg, 1.44 mmol) was stirred with methyl 4-formylbenzoate (237 mg, 1.44 mmol) in CH3OH (3 ml) at rt for 2 h. NaBH4 (58 mg, 1.44 mmol) was added. The mixture was stirred at rt for 20 min. Several drops of saturated aqueous NH4Cl were added. The mixture was then partitioned between CH2Cl2 and water (20 ml/20 ml). The organic layer was concentrated to give 4-{[(S)-2-tert-butoxycarbonylamino-3-(tert-butyl-diphenyl-silanyloxy)-propylamino]-methyl}-benzoic acid methyl ester (650 mg, 76%).

Provenance & Evidence