Water → HCID 178523980, compound

Participants

Reaction Steps

To a solution of phenylmethyl (3S)-3-[(1H-1,2,3-benzotriazol-5-ylamino)carbonyl]-2-[(2R)-3-cyclopentyl-2-({formyl[(phenylmethyl)oxy]amino}methyl)propanoyl]-1-pyrazolidinecarboxylate (87.2 mg, 0.133 mmol) in methanol (2.7 ml) was added 20% palladium hydroxide on carbon, 50% water (18.73 mg, 0.133 mmol). The mixture was hydrogenated under balloon pressure for 3 h, and was then filtered through a 0.2 μm PTFE membrane. The solution was concentrated in vacuo, and the residue was azeotroped with EtOAc (10 mL). The residue was triturated with 30% EtOAc in hexanes, and the solid was collected by vacuum filtration to give (3S)—N-1H-1,2,3-benzotriazol-5-yl-2-((2R)-3-cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-3-pyrazolidinecarboxamide (43.2 mg, 0.101 mmol, 75% yield) as a white solid. LC/MS: (M+H)+: 430.1.

Provenance & Evidence