Sodium Hydroxide → HCID 70913602, compound

Participants

Reaction Steps

To a solution of ester 10 (60 mg, 0.09 mmol) in MeOH (5 mL) was added 6N NaOH (1 mL). The mixture was stirred at rt overnight, the solvent was removed and the residue was adjusted ph<2 with 4N HCl, then extracted with EA (3×) and the combined organic layers were washed with brine and dried over Na2SO4, evaporated and purified by prep-HPLC to give acid 11 (38 mg, 65%) as white solid. 1H-NMR (400 MHz, DMSO-d6) δ: 12.29 (s, 1H), 8.15 (d, J=8.4 Hz, 1H), 7.81 (s, 1H), 7.53 (s, 1H), 7.47 (d, J=8.4 Hz, 1H), 7.14 (t, J=6.8 Hz, 1H), 6.47 (s, 1H), 3.87 (d, J=6.8 Hz, 2H), 2.83 (d, J=7.2 Hz, 2H), 2.45 (s, 3H), 1.55 (s, 9H), 1.44 (d, 3H), 1.19-1.16 (m, 12H), 1.05 (s, 6H), 0.89-0.84 (m, 3H), 0.66-0.57 (m, 2H). MS Calcd.: 623.3; MS Found: 624.2 (M+1).

Provenance & Evidence