HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → HCID 86665816, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 2-Bromo-1-(thiophen-3-yl)ethan-1-one | HCID 2776379 | — |
| Reactant | (R)-quinuclidin-3-yl 2-(tert-butoxycarbonylamino)-2-phenylacetate | HCID 67425060 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86665816 | HCID 86665816 | 51.7% |
Reaction Steps
2-Bromo-1-(thiophen-3-yl)ethanone (39.8 mg, 0.19 mmol) was added to a solution of (R)-quinuclidin-3-yl 2-(tert-butoxycarbonylamino)-2-phenylacetate (C1) (70.0 mg, 0.19 mmol) in ethyl acetate (2 ml). The reaction was stirred at RT overnight. Et2O (1 ml) was added, and the solid was collected by suction filtration. The compound was further purified by flash chromatography (DCM/MeOH=95/5) to obtain (3R)-3-(2-(tert-butoxycarbonylamino)-2-phenylacetoxy)-1-(2-oxo-2-(thiophen-3-yl)ethyl)-1-azoniabicyclo[2.2.2]octane bromide (55.6 mg; 51% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08772314B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-1c631c3c44aa450bb2a962441bd8b83d |
| Source note | uspto-grants-2014_07 |