Acetic Acid → HCID 66783407, compound

Participants

Reaction Steps

To a solution of 3-[(benzyloxycarbonyl)amino]-1-propanal (300 mg, 1.45 mmol) in EtOH (2 mL) and CH2Cl2 (2 mL) were added (S)-6-aza-spiro[2.5]octan-4-ol hydrochloride (284 mg, 1.74 mmol), triethylamine (176 mg, 1.74 mmol), borane pyridine complex solution (8 M in pyridine 0.34 mL, 3.2 mmol), and AcOH (400 mg, 6.66 mmol) at RT, then after 1 h the reaction mixture was partitioned between CH2Cl2 and sat. aq. NaHCO3 solution. The organic layer was washed with brine, dried (MgSO4), and evaporated. Chromatography (SiO2; EtOAc-MeOH gradient) produced the title compound (404 mg, 88%). Colorless gum, MS: 319.1 (M+H)+.

Provenance & Evidence