Trifluoroacetic acid → (S)-2-amino-N-benzyl-N-(2-hydroxyethyl)butanamide

Participants

Reaction Conditions

Reaction Steps

TFA(10 mL) was added to (S)-tert-butyl 1-(benzyl(2-hydroxyethyl)amino)-1-oxobutan-2-ylcarbamate (3 g, 8.92 mmol) in CH2Cl2 (50 mL) at 0° C. The mixture was stirred at 0° C. for 1.5 h, followed by solvent removal under reduced pressure. The residue was partitioned between CH2Cl2 (300 mL) and 25% aqueous sodium hydroxide (100 mL). The aqueous fraction was further extracted with CH2Cl2 (2×100 mL), and combined organic fraction was dried (Na2SO4), filtered and concentrated to afford (S)-2-amino-N-benzyl-N-(2-hydroxyethyl)butanamide as a yellow oil (1.84 g, 87%). 1H NMR consistent.

Provenance & Evidence