HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 67509560, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | HCID 86667227 | HCID 86667227 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67509560 | HCID 67509560 | 62% |
Reaction Steps
A mixture of 1-[4-{5(R)-azidomethyl-2-oxo-oxazolidin-3-yl}-phenyl]-3-aza-bicyclo[3.1.0]hexane-3-carboxylic acid tert-butyl ester (Intermediate IV, Step 6) (750 mg, 1.95 mmol) and triphenylphosphine (700 mg, 2.1 mmol) in THF (30 mL) was stirred at r.t. for 6 h. Water (1.5 mL) was added and the reaction mixture was stirred at 80° C. for 12 h. The reaction mixture was then diluted with water (100 mL) and extracted with ethyl acetate (3×100 mL). The organic layer was washed with brine (100 mL), dried over anhydrous sodium sulphate and concentrated in vacuo. The residue was purified by column chromatography (silica gel, 0.5:9.5 MeOH:CHCl3) to provide the title compound (450 mg, 62%) as off white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08906913B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-454d86f7fc5c4b3f89fe0fa0a9ff55a7 |
| Source note | uspto-grants-2014_12 |