Hydrochloric Acid → HCID 68800096, compound

Participants

Reaction Steps

To a solution of 2-(S)-(2-tert-butoxycarbonylamino-2-phenyl-acetylamino)-3-phenyl-propionic acid ethyl ester (≈20 mmol) in 3:1 v/v tetrahydrofuran/water (80 mL total) was added lithium hydroxide monohydrate (1.06 g, 25.3 mmol) and the mixture was stirred at ambient temperature for 5 hours. The reaction mixture was poured into water (300 mL), diluted with brine (100 mL), acidified with 1M aqueous hydrochloric acid (30 mL, 30 mmol) and extracted with ethyl acetate (3×100 mL). the combined organic extracts were washed with brine (2×100 mL), dried with sodium sulfate and concentrated in vacuo to give 2-(S)-(2-tert-butoxycarbonylamino-2-phenyl-acetylamino)-3-phenyl-propionic acid as a colorless solid (8.16 g, 100%).

Provenance & Evidence