HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cornforth reagent → 4-Acetyl-3-(2-(N-tert-butoxycarbonylamino)ethoxy)-5-phenylisoxazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cornforth reagent | HCID 2724130 | — |
| Reactant | 3-(2-(N-tert-Butoxycarbonylamino)ethoxy)-4-(1-hydroxyethyl)-5-phenylisoxazole | HCID 19596667 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-Acetyl-3-(2-(N-tert-butoxycarbonylamino)ethoxy)-5-phenylisoxazole | HCID 19596634 | 87.2% |
Reaction Steps
3-(2-(N-tert-Butoxycarbonylamino)ethoxy)-4-(1-hydroxyethyl)-5-phenylisoxazole (0.3 g) was dissolved in methylene chloride (3 ml), and pyridinium dichromate (0.49 g) was added thereto at room temperature, followed by stirring of the resulting mixture at the same temperature for 24 hours. After the reaction, insolubles were filtered and the solvent of the filtrate was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=2/1) to obtain the title compound (0.26 g, 87%) as a colorless powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06005116 |
| Source dataset | uspto-grants-1999_12 |
| ORD ID | ord-ad86c60b486f4b5fb82618657c4a6a3c |
| Source note | uspto-grants-1999_12 |