HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butyl bromoacetate → HCID 86665820, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butyl bromoacetate | HCID 79177 | — |
| Reactant | (R)-quinuclidin-3-yl 2-(tert-butoxycarbonylamino)-2-phenylacetate | HCID 67425060 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 86665820 | HCID 86665820 | 87.3% |
Reaction Steps
Tert-butyl 2-bromoacetate (29.5 μl, 0.20 mmol) was added to a solution of (R)-quinuclidin-3-yl 2-(tert-butoxycarbonylamino)-2-phenylacetate (C1) (72 mg, 0.20 mmol) in acetonitrile (3 ml). The reaction was stirred at RT overnight. The product was collected by suction filtration and then purified by flash chromatography (DCM/MeOH=98/2 to 95/5) to get (3R)-1-(2-tert-butoxy-2-oxoethyl)-3-(2-(tert-butoxycarbonylamino)-2-phenylacetoxy)-1-azoniabicyclo[2.2.2]octane bromide (97 mg; 87% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08772314B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-4c09199d20f844f0af240eebb3003a22 |
| Source note | uspto-grants-2014_07 |