Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 271391Generated: October 30, 2026

Diethyl Ether → tert-butyl (1S,3S)-3-{[difluoro(4-methylphenyl)acetyl]amino}cyclopentylcarbamate

https://huagongshe.com/reaction/271391

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantHexaneHCID 8058—
ReactantEthyl 2,2-difluoro-2-(p-tolyl)acetateHCID 14888699—
Reactanttert-Butyl N-((1S,3S)-3-aminocyclopentyl)carbamateHCID 45091937—
SolventEthanolHCID 702—
Producttert-butyl (1S,3S)-3-{[difluoro(4-methylphenyl)acetyl]amino}cyclopentylcarbamateHCID 5983491642%

Reaction Steps

A solution of tert-butyl [(1S,3S)-3-aminocyclopentyl]carbamate (1.36 g, 6.8 mmol) and ethyl difluoro(4-methylphenyl)acetate (1.45 g, 6.8 mmol) in EtOH (5 mL) was stirred at reflux for 16 h. The solution was cooled to rt. whereupon it solidified. Et2O (6 mL) and hexane (3 mL) were added and the mixture was stirred for 3 h and the solids collected by filtration, rinsing with Et2O (2 mL), and dried to give the title compound (1.051 g) as a solid; MS=313.4 (M+1-isobutylene).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07452893B2
Source datasetuspto-grants-2008_11
ORD IDord-e8e34dd190884ddc986aaa8d68156ca6
Source noteuspto-grants-2008_11