HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 67331400, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Phenol | HCID 996 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 86656368 | HCID 86656368 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67331400 | HCID 67331400 | 29.3% |
Reaction Steps
A solution of tert-butyl (3R)-3-[{[4-(2-{benzyl[(benzyloxy)carbonyl]amino}ethyl)-2-methyl-2-{[(methylsulfonyl)oxy]methyl}-3-oxo-7-(trifluoromethyl)-3,4-dihydro-2H-1,4-benzoxazin-6-yl]-carbonyl}(isopropyl)amino]piperidine-1-carboxylate (170 mg), phenol (18 mg) and cesium carbonate (186 mg) in N,N-dimethylformamide (2 ml) was stirred at 80° C. for 5 hours. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The extract was washed with a saturated aqueous sodium chloride solution, dried over sodium sulfate, filtered, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (49 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08389511B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-c07beebec8f849b8b7d401e2a2832cb9 |
| Source note | uspto-grants-2013_03 |