HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium fluoride → HCID 86701372, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium fluoride | HCID 25953 | — |
| Reactant | HCID 86701371 | HCID 86701371 | — |
| Solvent | Acetonitrile ethanol | HCID 21984225 | — |
| Product | HCID 86701372 | HCID 86701372 | 77% |
Reaction Steps
CsF (230 mg, 1.512 mmol was added to a solution of (2S,5R)-6-(benzyloxy)-2-(5-(trimethylsilyl)isoxazol-3-yl)-1,6-diazabicyclo[3.2.1]octan-7-one (187 mg, 0.504 mmol) in CH3CN/EtOH (15 mL, 3:1). After stirring at rt for 2 hrs, the reaction mixture was concentrated and the residue was dissolved in DCM (25 mL), washed with water (3×), and saturated sodium chloride, then, dried, and concentrated. The residue was purified by silica gel column chromatography (6:1 petroleum ether/EA) to afford (2S,5R)-6-(benzyloxy)-2-(isoxazol-3-yl)-1,6-diazabicyclo[3.2.1]octan-7-one (116 mg, 77%) as a white solid. ESI-MS (EI+, m/z): 300 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08969570B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-633c05c2e5a146cb884cf71b4aba5f82 |
| Source note | uspto-grants-2015_03 |