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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 732679Generated: October 29, 2026

Tetrahydrofuran → HCID 86628546, compound

https://huagongshe.com/reaction/732679

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactanttert-butyl [(1R)-1-(1-naphthyl)ethyl]{[(3R,4S)-4-phenylpyrrolidin-3-yl]methyl}carbamateHCID 86628525—
SolventTriethylamineHCID 8471—
ProductHCID 86628546HCID 86628546107.4%

Reaction Steps

A 10 ml THF solution of 940 mg of tert-butyl [(1R)-1-(1-naphthyl)ethyl]{[(3R,4S)-4-phenylpyrrolidin-3-yl]methyl}carbamate was mixed with 0.3 ml of triethylamine and 3.54 g of CDI and stirred at room temperature for 2Hours. The reaction solution was concentrated under a reduced pressure and diluted with ethyl acetate. This was washed with 1 M hydrochloric acid and saturated brine, and the organic layer was dried with anhydrous magnesium sulfate. By evaporating the solvent under a reduced pressure, 1.23 g of tert-butyl {[(3R,4S)-1-(1H-imidazol-1-ylcarbonyl)-4-phenylpyrrolidin-3-yl]methyl}[(1R)-1-(1-naphthyl)ethyl]carbamate was obtained as a pale yellow amorphous substance. EP: 525.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07585886B2
Source datasetuspto-grants-2009_09
ORD IDord-6c16113ac3744bc3b9bb13b25e84882a
Source noteuspto-grants-2009_09