HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 58047192, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 2-Cyclopropylethan-1-ol | HCID 137642 | — |
| Reactant | 2-methoxyethyl N-(2-methoxyethoxycarbonylimino)carbamate | HCID 53384415 | — |
| Reactant | HCID 58047041 | HCID 58047041 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58047192 | HCID 58047192 | 43% |
Reaction Steps
To a solution of N-(1-{6-[2-(4-hydroxyphenyl)ethyl]-1-benzofuran-2-yl}ethyl)acetamide (50.0 mg, 0.154 mmol) obtained in Example 165, 2-cyclopropylethanol (0.0529 mL, 0.616 mmol) and triphenylphosphine (161 mg, 0.616 mmol) in THF (1 mL) were added di(methoxyethyl) azodicarboxylate (144 mg, 0.616 mmol), and the mixture was stirred at room temperature for 30 min. The reaction mixture was directly purified by basic silica gel column chromatography (hexane:ethyl acetate=1:0 to 2:3), and the solvent was evaporated. The residue was triturated with a small amount of diisopropyl ether and hexane to give the title compound (25.9 mg, yield 43%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08501804B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-48aefe7d95014f79943da442012cc061 |
| Source note | uspto-grants-2013_08 |