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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 600900Generated: October 29, 2026

3-(R)-[1-[N-(tert-butoxycarbonyl)-N-(methyl)Amino]Cyclopropyl]-1-[1-(S)-phenylethyl]Pyrrolidine → tert-Butyl methyl{1-[(3R)-pyrrolidin-3-yl]cyclopropyl}carbamate

https://huagongshe.com/reaction/600900

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(R)-[1-[N-(tert-butoxycarbonyl)-N-(methyl)Amino]Cyclopropyl]-1-[1-(S)-phenylethyl]PyrrolidineHCID 67271082—
CatalystHCID 178418390HCID 178418390—
SolventEthanolHCID 702—
Producttert-Butyl methyl{1-[(3R)-pyrrolidin-3-yl]cyclopropyl}carbamateHCID 67271848—

Reaction Conditions

Temperature40 °C

Reaction Steps

3-(R)-[1-[N-(tert-butoxycarbonyl)-N-(methyl)amino]cyclopropyl]-1-[1-(S)-phenylethyl]pyrrolidine (7.19 g, 20.9 mmol) was dissolved in ethanol (78 ml), and after adding a 10% palladium carbon catalyst (water content: 50%; 3.9 g), it was stirred at 40° C. for 4 hours under a hydrogen atmosphere at atmospheric pressure. After performing filtration through cellite (ethanol washing), the filtrate was concentrated under a reduced pressure. As a result, 4.38 g (quantitative) of the title compound was obtained in the form of a colorless syrup. The 1H-NMR data and the TLC Rf value of this resulting compound agreed with the data indicated previously.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07902226B2
Source datasetuspto-grants-2011_03
ORD IDord-7c4cda77748448dfbd2ba69c18e7656e
Source noteuspto-grants-2011_03