Potassium Hydroxide → HCID 68292087, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (R)-methyl 3-(((benzyloxy)carbonyl)amino)-2,2-dimethylbutanoate (2.2 g, 7.88 mmol) in methanol (25 mL) was KOH (3.54 g, 63.0 mmol) solution and stirred at 65° C. for overnight. Reaction mass was concentrated under reduced pressure to remove methanol. The residue was diluted with water (50 mL) and acidified to pH 5 using 1.5N HCl solution and extracted with ethyl acetate (2×200 mL), the combined organic layer was dried over anhydrous sodium sulphate and concentrated under reduced pressure to yield (R)-3-(((benzyloxy) carbonyl)amino)-2,2-dimethylbutanoic acid (1.2 g, 56.9%) as colorless oil. 1HNMR (400 MHz, DMSO-d6) δ ppm: 12.23 (bs, 1H), 7.30-7.39 (m, 5H), 5.03 (s, 2H), 3.92-3.98 (m, 1H), 0.98-1.09 (m, 9H). LCMS conditions: Column: Ascentis C18 (5×2.1 mm-2.7 μm); Mobile Phase A: 2% ACN-98% H2O-10 mM NH4COOH; Mobile Phase B: 98% CAN-2% H2O-10 mM NH4COOH, Flow: 1.0 mL/min, Retention Time: 1.639 min, Purity: 86.5% (m/z=266.2 M+).

Provenance & Evidence