Potassium Hydroxide → 2-[4-({[2-[(Tert-butoxycarbonyl)amino]-5-(3-thienyl)phenyl]amino}carbonyl)-phenyl]-3-{[(methylamino)carbonyl]amino}propanoic acid

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To a solution of methyl 2-[4-({[2-[(tert-butoxycarbonyl)amino]-5-(3-thienyl)phenyl]amino}carbonyl)phenyl]-3-{[(methylamino)carbonyl]-amino}propanoate (420 mg, 0.76 mmol) in THF (4 mL) and MeOH (1.5 mL) was added KOH (1N, 0.91 mL, 0.91 mmol). After stirring at room temperature for 1 h, the mixture was diluted with 1 M citric acid and extracted with EtOAc. The organic layer was washed with water and brine, dried (MgSO4), and concentrated to yield 2-[4-({[2-[(tert-butoxycarbonyl)amino]-5-(3-thienyl)phenyl]amino}carbonyl)-phenyl]-3-{[(methylamino)carbonyl]amino}propanoic acid as an off-white powder. MS (ESI) calcd [M+H]+ 539.2, found 539.1.

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