L-Valine → (2S)-2-((methoxycarbonyl)amino)-3-methylbutanoic acid

Participants

Reaction Conditions

Reaction Steps

A solution of (L)-Valine (7.43 g, 57 mmol) in dioxane (28 mL) was treated with 2N sodium hydroxide (93.5 mL, 3.3 equivalents) and methyl chloroformate (8.75 mL, 2 equivalents), stirred at 60° C. for 16 hrs and cooled to room temperature. The mixture was extracted with dichloromethane (2×). The mixture was acidified with 4N HCl, and extracted with ethyl acetate (3×), dried over sodium sulfate, filtered and the solvents were evaporated to give 8.6 g (80%) of the title compound.

Provenance & Evidence