HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dicyclohexylcarbodiimide → HCID 86688922, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 3-Quinuclidinol, (-)- | HCID 91404 | — |
| Reactant | Dichloromethane methanol ammonium hydroxide | HCID 21896990 | — |
| Reactant | HCID 86688923 | HCID 86688923 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86688922 | HCID 86688922 | 21.5% |
Reaction Steps
To a suspension of (R)-2-((R)-2-methylpyrrolidin-1-yl)-2-phenylacetic acid 22c (150 mg, 0.68 mmol) in dry THF (6.8 ml), were added DCC (282 mg, 1.37 mmol), HOBT (185 mg, 1.37 mmol) and (R)-quinuclidin-3-ol (174 mg, 1.37 mmol). The mixture was stirred at room temperature under nitrogen for 24 hours. The pale yellow suspension was filtered washing with THF (5 ml) and the yellow solution was evaporated. The crude was purified by flash chromatography (DCM/MeOH=95/5 to 9/1 and then with DCM/MeOH/NH4OH=95/5/0.2) to collect the title compound (48 mg, 21.4% yield) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08748613B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-afdf287c8d7840b498608cd83c8fbccc |
| Source note | uspto-grants-2014_06 |