Hydrazine hydrate (1:1) → 2-Aminooxy-3-phenyl-propionic acid benzyl ester

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Reaction Steps

To a solution of the compound from Step 6b (10.00 g, 24.94 mmol) in EtOH (150 mL) was added hydrazine monohydrate (2.50 mL, 49.88 mmol) at room temperature. The resulting mixture was stirred for 1 hour at room temperature, diluted with EtOAc (450 mL), washed with saturated NaHCO3, water (300 mL×2) and brine, dried (Na2SO4), filtered and concentrated to afford 6.73 g of crude product, which was purified by flash chromatography (silica gel, CH2Cl2/Hexane=15/1) to provide 5.37 g (80%) of the title compound. 13C NMR (CDCl3): δ171.9, 136.6, 135.4, 129.3, 129.2, 129.1, 128.4, 128.3, 128.2, 128.1, 128.0, 126.6, 83.8, 66.4, 37.3. Step 6d. Preparation of: N-Boc-2-Aminooxy-3-phenyl-propionic acid benzyl ester

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