HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 21356671, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | HCID 21356616 | HCID 21356616 | — |
| Reactant | HCID 178516613 | HCID 178516613 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 21356671 | HCID 21356671 | 63% |
Reaction Steps
To a stirred solution of 5(R)-hydroxymethyl-3-(4-bromo-pyrid-2-yl)oxazolidin-2-one (EP 694543; 3.75 g, 13.7 mmol), 3-hydroxyisoxazole (1.28 g, 15.1 mmol) and triphenylphosphine(4.31 g, 16.4 mmol) in anhydrous THF (83 ml), was added dropwise diisopropyl azodicarboxylate(3.20 g, 3.11 ml, 15.8 mmol) and stirred at room temperature for 5h. The solvent was then removed by rotary evaporation and purification by MPLC (Merck 9385 silica, eluting with CH2Cl2) and trituration with diethyl ether gave the title compound as a white solid (2.93 g, 63%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06617339B1 |
| Source dataset | uspto-grants-2003_09 |
| ORD ID | ord-429381241b20448cb9197b3cf01a8d19 |
| Source note | uspto-grants-2003_09 |