Phenylmethyl (3S)-3-{[(5-fluoro-2-pyridinyl)amino]carbonyl}-2-[(2R)-2-({formyl[(phenylmethyl)oxy]amino}methyl)hexanoyl]-1-pyrazolidinecarboxylate → (3S)-N-(5-fluoro-2-pyridinyl)-2-((2R)-2-{[formyl(hydroxy)amino]methyl}hexanoyl)-3-pyrazolidinecarboxamide

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Reaction Steps

To a solution of phenylmethyl (3S)-3-{[(5-fluoro-2-pyridinyl)amino]carbonyl}-2-[(2R)-2-({formyl[(phenylmethyl)oxy]amino}methyl)hexanoyl]-1-pyrazolidinecarboxylate (230 mg, 0.38 mmol) in methanol (30 mL) was added Pd(OH)2/C (230 mg). The mixture was degassed and then stirred under an H2 atmosphere for 3 h at rt. The catalyst was filtered off. The filtrate was concentrated and the residue was purified by pre-HPLC to provide the title compound (67 mg, 48%). LCMS: (M+H)+: 382.2.

Provenance & Evidence