HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (3R,3aR,6R,6aR)-3-ethoxy-6-(5-fluoro-2-nitro-phenoxy)-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Iodoethane | HCID 6340 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | (3R,3aR,6R,6aR)-6-(5-fluoro-2-nitro-phenoxy)-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-ol | HCID 86718453 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (3R,3aR,6R,6aR)-3-ethoxy-6-(5-fluoro-2-nitro-phenoxy)-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan | HCID 86718463 | — |
Reaction Steps
To 1.1 g (3.8 mmol) (3R,3aR,6R,6aR)-6-(5-fluoro-2-nitro-phenoxy)-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-ol (III.1), 0.88 g (5.6 mmol) ethyl iodide in DMF, 0.2 g (4.1 mmol) NaH (55% in mineral oil) are added and the temperature is kept below 35° C. The mixture is stirred at RT for 1 h. Water and EtOAc are added and the organic layer is separated, washed with water, dried and evaporated. The residue was purified by FC.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08901138B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-ab315cd7c72d4d29a800f052cb3c5dcd |
| Source note | uspto-grants-2014_12 |