Sulfuric Acid → HCID 66724795, compound

Participants

Reaction Steps

Boc-(3R)-4-amino-3-[4-chloro-3-(3-cyanophenyl)phenyl]butanoic acid (52a) was synthesized using the general Suzuki cross coupling procedure. Crude Boc-(3R)-4-amino-3-[4-chloro-3-(3-cyanophenyl)phenyl]butanoic acid (52a) (130 mg, 0.32 mmol) was treated with 1 mL of trifluoroacetic acid/conc. sulfuric acid (4:1) and stirred for 1 h at room temperature. Trifluoroacetic acid was removed in vacuo. The crude residue was purified by preparative HPLC to provide the title compound (52) as a white solid. 1H-NMR (400 MHz, CD3OD): δ 2.78-2.83 (m, 1H), 2.65-2.71 (m, 1H), 3.19-3.25 (dd, J=22.0, 9.2 Hz, 1H), 3.32-3.47 (m, 2H), 7.92-7.93 (m, 1H), 7.87-7.89 (d, J=7.6, 1 Hz), 7.62-7.64 (d, J=7.6 Hz, 1H), 7.51-7.54 (m, 2H), 7.32-7.38 (m, 2H); MS (ESI) m/z 333.00 (M+H)+.

Provenance & Evidence