HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → Ethyl 3-(2-fluoro-4-[(4-([[2-(4-fluorophenyl)ethyl](4-isopropyl-1,3-thiazol-2-yl)amino]methyl}benzyl)oxy]phenyl}propanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | Ethyl 3-(2-fluoro-4-hydroxyphenyl)propanoate | HCID 23082888 | — |
| Reactant | (4-{[[2-(4-Fluorophenyl)ethyl](4-isopropyl-1,3-thiazol-2-yl)amino]methyl}phenyl)methanol | HCID 23143244 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Ethyl 3-(2-fluoro-4-[(4-([[2-(4-fluorophenyl)ethyl](4-isopropyl-1,3-thiazol-2-yl)amino]methyl}benzyl)oxy]phenyl}propanoate | HCID 23143258 | 64.2% |
Reaction Steps
A solution of (4-{[[2-(4-fluorophenyl)ethyl](4-isopropyl-1,3-thiazol-2-yl)amino]methyl}phenyl)methanol (510 mg), ethyl 3-(2-fluoro-4-hydroxyphenyl)propanoate (280 mg), triphenylphosphine (420 mg) and diethyl azodicarboxylate (40% toluene solution, 750 mg) in toluene (3 mL) was stirred at room temperature for 1 hr. The reaction mixture was concentrated, and the residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:19-1:1 in volume ratio) to give the title compound (490 mg, yield 64%) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07585880B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-ad9a8f184da749d993cc09b165cf5665 |
| Source note | uspto-grants-2009_09 |