反应详情

(S)-benzyl 2-(1-(2-(3′-methylbiphenyl-4-yl)-1-(1H-tetrazol-5-yl)ethylcarbamoyl)cyclopentyl)acetate (175 mg, 0.334 mmol) was hydrogenated with 5% Pd—C (35.6 mg) in MeOH at room temperature for 0.5 hours. The reaction mixture was filtered through celite pad, and the filtrate was concentrated under reduced pressure. The residue was purified by reverse phase HPLC (Waters SunFire C-18 column, 0.1% TFA in H2O/CH3CN) to give (S)-2-(1-(2-(3′-methylbiphenyl-4-yl)-1-(1H-tetrazol-5-yl)ethylcarbamoyl)cyclopentyl)acetic acid. Retention time=0.76 minutes (condition B); MS (m+1)=434; 1H NMR (400 MHz, DMSO-d6) δ ppm 1.33-1.54 (m, 6H), 1.87-2.01 (m, 2H), 2.36 (s, 3H), 2.59 (s, 2H), 3.22-3.77 (m, 2H), 5.43 (dd, J=8.34, 14.91 Hz, 1H), 7.15 (d, J=7.33 Hz, 1H), 7.27-7.35 (m, 3H), 7.38-7.45 (m, 2H), 7.53 (d, J=8.08 Hz, 2H), 8.16 (d, J=7.83 Hz, 1H); HRMS (ES+) m/z for C24H27N5O3 [M+H]+ calcd 433.2. found 433.2

1. filtrationThe reaction mixture was filtered through celite pad
2. concentrationthe filtrate was concentrated under reduced pressure
3. customThe residue was purified by reverse phase HPLC (Waters SunFire C-18 column, 0.1% TFA in H2O/CH3CN)