Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1385793Generated: November 2, 2026

HCID 53991841, compound → (R)-1-[[4-[2-[(R)-2-carboxy-4,4-difluoropyrrolidin-1-yl]-2-oxo-ethyl]-phenyl]-acetyl]-4,4-difluoropyrrolidine-2-carboxylic acid

https://huagongshe.com/reaction/1385793

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 53991841HCID 53991841—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product(R)-1-[[4-[2-[(R)-2-carboxy-4,4-difluoropyrrolidin-1-yl]-2-oxo-ethyl]-phenyl]-acetyl]-4,4-difluoropyrrolidine-2-carboxylic acidHCID 5422757161%

Reaction Steps

0.64 g (0.001 mol) (R)-1-[[4-[2-[(R)-2-Benzyloxycarbonyl-4,4-difluoropyrrolidin-1-yl]-2-oxo-ethyl]-phenyl]-acetyl]-4,4-difluoropyrrolidine-2-carboxylic acid benzyl ester in 20 ml ethanol were hydrogenated at room temperature and atmospheric pressure in the presence of 0.13 g 5% palladium/carbon. After completion of the reaction the catalyst was filtered off, the solvent was distilled off, and the residue was dissolved in dichloromethane. Evaporation gave 0.28 g (61%) (R)-1-[[4-[2-[(R)-2-carboxy-4,4-difluoropyrrolidin-1-yl]-2-oxo-ethyl]-phenyl]-acetyl]-4,4-difluoropyrrolidine-2-carboxylic acid as a light yellow foam. ISP-MS: 478 (MNH4)+; [α]D=+50.3° (c=0.33% in dimethylsulfoxide).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06262089B1
Source datasetuspto-grants-2001_07
ORD IDord-60cb7e990439409c99f1a3dd5d220c71
Source noteuspto-grants-2001_07