3-Amino-5-(2-oxo-pyrrolidin-1-yl)-benzoic acid → (2R,4R)-tert-butyl 2-((1S,2S)-1-(tert-butyldimethylsilyloxy)-3-(3,5-difluorophenyl)-2-(3-hydroxy-5-(2-oxopyrrolidin-1-yl)benzamido)propyl)-4-propoxypyrrolidine-1-carboxylate

Participants

Reaction Steps

Step I (3): 3-Amino-5-(2-oxopyrrolidin-1-yl)benzoic acid. A suspension of 3-nitro-5-(2-oxopyrrolidin-1-yl)benzoic acid (Step I (2), 180 mg) and palladium on carbon (10 wt %, 50 mg) in MeOH (15 mL) was shaken in hydrogenator under hydrogen at 50 psi for 3 h. The mixture was filtered and concentrated in vacuo to give 140 mg of the title compound: 1H NMR (CD3OD, 500 MHz) δ ppm 2.16 (2H, m), 2.59 (2H, m), 3.89 (2H, t, J=5 Hz), 7.21 (1H, m), 7.26 (1H, m), 7.49 (1H, m). MS (ESI) (M+H)+ 221.14.

Provenance & Evidence