Water → (S)-2-[Benzyloxycarbonyl-(2-oxo-ethyl)-amino]-propionic acid methyl ester

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Reaction Steps

A solution of (S)-2-[benzyloxycarbonyl-(2,2-dimethoxy-ethyl)-amino]-propionic acid methyl ester (2.94 g, 9.04 mmol) and pyridinium toluene-4-sulfonate (1.13 g, 4.52 mmol) in 2-butanone (30 mL) and water (8.6 mL, 54 mmol) was heated under reflux for 16 h, then the solution was partitioned between EtOAc and water. The organic layer was washed with brine, dried over magnesium sulfate, filtered, and evaporated to afford the title compound (2.45 g, 97%). Yellow oil, MS (ISP)=348.3 (M+Na)+.

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