HCID 10504333, compound → HCID 9543420, compound

Participants

Reaction Steps

N-Benzyloxy-2(R)-[[(S)-methylphenylphosphinyl]benzylamino]-4-methylpentanamide (460 mg, 0.99 mmol) and 10% Pd/C (100 mg) are evacuated in a flask. To this is added methanol (10 mL) and a hydrogen atmosphere is introduced. The reaction is allowed to stir at room temperature for 2 hours at which time the reaction appears complete by TLC. The mixture is filtered through celite; the filtrate is collected and evaporated to give a white glassy solid. The hydroxamic acid is crystallized by dissolving in ethyl acetate and adding hexane dropwise until the solution becomes cloudy. N-Hydroxy-2(R)-[[(R)-methylphenyl-phosphinyl]benzylamino]-4-methylpentanamide is obtained as a white crystalline solid: MS-IS m/z 375 [M+H]+, 397 [M+Na]+, 413 [M+K]+. (R2 =isobutyl, R1 =benzyl, R3 =methyl, R4 =phenyl).

Provenance & Evidence