BOC-Ala-Gly-OBzl → (S)-2-(2-((tert-Butoxycarbonyl)amino)propanamido)acetic acid

Participants

Reaction Steps

1 g (3 mmol) of Boc-Ala-Gly-OBzl (11) is dissolved in 50 ml of absolute ethanol (Aldrich) followed by addition of 100 mg of 10% Pd-C (Aldrich) in a 100 ml round bottom flask equipped with a stirring bar. The reaction mixture is stirred under hydrogen gas atmosphere using a balloon on the top of the round bottom flask. After 24 h, the reaction mixture is filtered to remove the Pd-C; the filtrate is evaporated to give Boc-Ala-Gly-OH (12). 1H-NMR (CDCl3): 1.33 (3H, d, J=7 Hz), 1.41 (9H, s), 3.97 (2H, d, J=5.6 Hz), 4.2 (1H, m), 6.18 (1H, br), 7.50 (1H, br). FABMS: 247 (M+1).

Provenance & Evidence