Isobutyraldehyde → HCID 86588811, compound

Participants

Reaction Steps

The TFA salt (403a) (70 mg, 0.11 mmol) was dissolved in 1 mL of dichloromethane. Diisopropylethylamine (43 mg, 60 μL, 0.33 mmol), isobutyraldehyde (12 mg, 5 μL) and NaBH(OAc)3 (35 mg, 0.17 mmol) were added. The whole mixture was stirred until the reaction went to completion. The solution was diluted with ethyl acetate and washed with saturated NaHCO3, H2O and brine. The organic layer was dried over MgSO4. After filtration and concentration, the residue was purified on silica gel to provide methyl (3S,4S)-1-isobutyl-4-({4-[(2-methyl-4-quinolinyl)methyl]benzoyl}amino)-3-pyrrolidinecarboxylate (40 mg, 78%). MS (ES+): 460 (M+1).

Provenance & Evidence