Sodium Hydroxide → 3-({5-Oxo-1-(3-(1,3-thiazolin-2-ylamino)phenyl)pyrrolidin-3-yl}carbonylamino)-3-(3-pyridyl)propanoic acid

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A solution of ethyl 3-({5-oxo-1-(3-(1,3-thiazolin-2-ylamino)phenyl)pyrrolidin-3-yl}carbonylamino)-3-(3-pyridyl)propanoate (75 mg, 0.16 mmol, 1.0 eq), THF (1.0 mL), and 1.0 N NaOH (0.16 mL, 1.0 eq) was stirred at room temperature overnight. The solvent was removed on rotary evaporator. The title compound was abstained as an off-white solid from preparative HPLC. 1H NMR (MeOH-d4, 400 MHz): δ 2.68-2.99 (m, 4), 3.35 (m, 1), 3.67 (m, 2), 4.05 (m, 4), 5.42 (m, 1), 7.16 (m, 1), 7.52 (m, 2), 7.78 (m, 1), 7.88 (s, 1), 8.28 (m, 1), 8.62 (m, 1), 8.75 (m, 1). MS (ES+): 455 (M+H)+; (ES−): 453 (M−H)−.

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