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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1750561Generated: November 1, 2026

benzyl N-[(1S,2S)-4,4-difluoro-2-(2-methylpropane-2-sulfonamido)cyclopentyl]-N-[(1R)-1-phenylethyl]carbamate → N-[(1S,2S)-2-Amino-4,4-difluorocyclopentyl]-2-methylpropane-2-sulfonamide

https://huagongshe.com/reaction/1750561

Reaction equation

Participants

RoleNameHCIDCharge
Reactantbenzyl N-[(1S,2S)-4,4-difluoro-2-(2-methylpropane-2-sulfonamido)cyclopentyl]-N-[(1R)-1-phenylethyl]carbamateHCID 118308276—
ReactantHCID 178418361HCID 178418361—
CatalystPalladium hydroxideHCID 9942167—
SolventMethanolHCID 887—
ProductN-[(1S,2S)-2-Amino-4,4-difluorocyclopentyl]-2-methylpropane-2-sulfonamideHCID 118308227—

Reaction Steps

A solution of benzyl N-[(1S,2S)-4,4-difluoro-2-(2-methylpropane-2-sulfonamido)cyclopentyl]-N-[(1R)-1-phenylethyl]carbamate (2.24 g, 4.53 mmol) and palladium hydroxide on carbon (20%, 1.59 g, 2.26 mmol) in methanol (65 ml) was stirred under a balloon of hydrogen gas for 17 hours. The reaction was filtered through diatomaceous earth (commercially sold under the trade mark “Celite”) and concentrated in vacuo to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156829B2
Source datasetuspto-grants-2015_10
ORD IDord-3680fcba3d6a437898b7087480e0c7da
Source noteuspto-grants-2015_10