HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → (5R)-3-(3-fluoro-4-morpholino-phenyl)-5-(isoxazol-3-yloxymethyl)oxazolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Reactant | (5R)-3-(3-fluoro-4-morpholin-4-ylphenyl)-5-(hydroxymethyl)-1,3-oxazolidin-2-one | HCID 10541953 | — |
| Reactant | HCID 178516613 | HCID 178516613 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (5R)-3-(3-fluoro-4-morpholino-phenyl)-5-(isoxazol-3-yloxymethyl)oxazolidin-2-one | HCID 497404 | 69.2% |
Reaction Steps
Prepared by the general method of Example 1 using as starting material 5(R)-hydroxymethyl-3-(4-morpholino-3-fluoro-phenyl)oxazolidin-2-one (WO95/07271; 300 mg, 1.01 mmol), 3-hydroxyisoxazole (95 mg, 1.12 mmol), diisopropylazodicarboxylate (225 mg, 1.11 mmol) and triphenylphosphine (305 mg, 1.16 mmol) in THF (5 ml). Purified by flash chromatography (Merck 9385 silica. EtOAc/isohexane (7/3)) to give the title compound (254 mg, 69%) as a colourless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06617339B1 |
| Source dataset | uspto-grants-2003_09 |
| ORD ID | ord-dbb42d52fd3a4ad8af0319650b768db4 |
| Source note | uspto-grants-2003_09 |