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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1517845Generated: November 1, 2026

(R)-benzyl 1-(2-(2-(tert-butoxycarbonylamino)acetoxy)propyl)-5-methyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylate → (R)-1-(2-(2-(tert-butoxycarbonylamino)acetoxy)propyl)-5-methyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid

https://huagongshe.com/reaction/1517845

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(R)-benzyl 1-(2-(2-(tert-butoxycarbonylamino)acetoxy)propyl)-5-methyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylateHCID 86645603—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product(R)-1-(2-(2-(tert-butoxycarbonylamino)acetoxy)propyl)-5-methyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acidHCID 6667073043%

Reaction Steps

A mixture of (R)-benzyl 1-(2-(2-(tert-butoxycarbonylamino)acetoxy)propyl)-5-methyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylate (485 mg, 0.926 mmol) and 10% Pd/C (60 mg) in methanol (8 mL) was stirred for 3 h at rt. TLC analysis showed that the starting material was consumed completely. The catalyst was removed by filtration and the reaction mixture was concentrated in vacuo. The residue was purified by a silica gel column chromatography (100% EtOAc) to afford the title compound as a yellow solid (172 mg, 43% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08232294B2
Source datasetuspto-grants-2012_07
ORD IDord-662fe006018446ee82a36afc311c9ac7
Source noteuspto-grants-2012_07