HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dicyclohexylcarbodiimide → HCID 58556916, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 3-Quinuclidinol, (-)- | HCID 91404 | — |
| Reactant | HCID 58556914 | HCID 58556914 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58556916 | HCID 58556916 | 66.1% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08492548B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-9e6bfdf5fe7443d2a3b9666d832059e0 |
| Source note | uspto-grants-2013_07 |