HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → Ethyl 3-cyclopropyl-3-(3-(((2'-fluoro-5'-methoxy-3-(1-methoxy-3,3-dimethylbutyl)-[1,1'-biphenyl]-4-yl)oxy)methyl)phenyl)propanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | 2'-Fluoro-5'-methoxy-3-(1-methoxy-3,3-dimethylbutyl)-[1,1'-biphenyl]-4-ol | HCID 117759732 | — |
| Reactant | Ethyl 3-cyclopropyl-3-(3-(hydroxymethyl)phenyl)propanoate | HCID 117759876 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Ethyl 3-cyclopropyl-3-(3-(((2'-fluoro-5'-methoxy-3-(1-methoxy-3,3-dimethylbutyl)-[1,1'-biphenyl]-4-yl)oxy)methyl)phenyl)propanoate | HCID 117760178 | 78.4% |
Reaction Steps
To a solution of 2′-fluoro-5′-methoxy-3-(1-methoxy-3,3-dimethylbutyl)-[1,1′-biphenyl]-4-ol (290 mg) in THF (5.0 mL) were added triphenylphosphine (343 mg), ethyl 3-cyclopropyl-3-(3-(hydroxymethyl)phenyl)propanoate (325 mg) and a 40% solution of diethyl azodicarboxylate in toluene (600 μL), and the reaction mixture was stirred at room temperature for 2 hr. The reaction mixture was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (385 mg) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09382188B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-06df2f6a51ee4e50b43a2503b9828a97 |
| Source note | uspto-grants-2016_07 |