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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 453678Generated: October 30, 2026

Dicyclohexylcarbodiimide → HCID 58556916, compound

https://huagongshe.com/reaction/453678

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant3-Quinuclidinol, (-)-HCID 91404—
ReactantHCID 58556914HCID 58556914—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58556916HCID 5855691666.1%

Reaction Steps

To a solution of 2-(3-(allyloxycarbonyl)phenylamino)-2-phenylacetic acid (I3) (2.69 g, 8.64 mmol) in dry THF (80 ml), were added DCC (3.57 g, 17.3 mmol) and HOBt (2.65 g, 17.3 mmol). After 30 minutes, (R)-quinuclidin-3-ol (3.30 g, 25.9 mmol) was added and reaction was stirred at room temperature for 18 hours. The solvent was removed in vacuo and the crude residue was purified by flash-chromatography (DCM/MeOH=97/3+0.3% NH4OH) to obtain allyl 3-(2-oxo-1-phenyl-2-((R)-quinuclidin-3-yloxy)ethylamino)benzoate (2.40 g, 66.1% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492548B2
Source datasetuspto-grants-2013_07
ORD IDord-9e6bfdf5fe7443d2a3b9666d832059e0
Source noteuspto-grants-2013_07