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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1396960Generated: October 26, 2026

Phenylmethyl (3S)-2-[(2R)-3-cyclopentyl-2-({formyl[(phenylmethyl)oxy]amino}methyl)propanoyl]-3-{[(4-{[(phenylmethyl)oxy]carbonyl}phenyl)amino]carbonyl}-1-pyrazolidinecarboxylate → 4-({[(3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-3-pyrazolidinyl]carbonyl}amino)benzoic acid

https://huagongshe.com/reaction/1396960

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenylmethyl (3S)-2-[(2R)-3-cyclopentyl-2-({formyl[(phenylmethyl)oxy]amino}methyl)propanoyl]-3-{[(4-{[(phenylmethyl)oxy]carbonyl}phenyl)amino]carbonyl}-1-pyrazolidinecarboxylateHCID 86706391—
CatalystPalladium hydroxideHCID 9942167—
SolventMethanolHCID 887—
Product4-({[(3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-3-pyrazolidinyl]carbonyl}amino)benzoic acidHCID 8670639252.3%

Reaction Steps

To a solution of phenylmethyl (3S)-2-[(2R)-3-cyclopentyl-2-({formyl[(phenylmethyl)oxy]amino}methyl)propanoyl]-3-{[(4-{[(phenylmethyl)oxy]carbonyl}phenyl)amino]carbonyl}-1-pyrazolidinecarboxylate (330 mg, 0.442 mmol) in methanol (20 mL) was added Pd(OH)2/C (330 mg). The mixture was stirred at rt under H2 atmosphere for 2 h. The catalyst was filtered off, the filtrate was concentrated under vacuum, and the residue was purified by preparative HPLC to provide the title compound (100 mg). LCMS: (M+H)+: 482.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08901119B2
Source datasetuspto-grants-2014_12
ORD IDord-824adcd2acfd4f1296a9ef288be1baa1
Source noteuspto-grants-2014_12