Benzoyl chloride → HCID 89615783, compound

Participants

Reaction Steps

The procedure described for R06039-427 was employed to convert benzoyl chloride (6 mg, 0.041 mmol) to 5-((S)-2-amino-3-phenylpropanoyl)-3-isobutyl-3-phenyl-4,5,6,7-tetrahydrofuro[3,4-c]pyridin-1(3H)-one (16 mg, 0.037 mmol) to provide N-((2S)-1-(3-isobutyl-1-oxo-3-phenyl-6,7-dihydrofuro[3,4-c]pyridin-5 (1H,3H,4H)-yl)-1-oxo-3-phenylpropan-2-yl)benzamide. The desired product was purified by column chromatography (4 g, SiO2, 0 to 100% dichloromethane/diethylether in hexanes) and isolated as a colorless oil (13 mg, 69%): 1H NMR (300 MHz, CHLOROFORM-d) δ ppm 0.76-0.95 (m, 6H), 1.46-1.92 (m, 4H), 2.06-2.39 (m, 2H), 2.99-3.37 (m, 2H), 3.40-3.62 (m, 1H), 3.82-4.07 (m, 1H), 4.60 (d, J=19.59 Hz, 1H), 5.15-5.30 (m, 1H), 5.31-5.50 (m, 1H), 6.94-7.57 (m, 13H), 7.70-7.85 (m, 2H); MS m/z 523 (M+H)+, 521 (M−H)−.

Provenance & Evidence