HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → Methyl 3-(4-{{[4'-(2-ethoxyethoxy)-2',6'-dimethylbiphenyl-3-yl]methyl}[(2-nitrophenyl)sulfonyl]amino}phenyl)propanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | [4'-(2-Ethoxyethoxy)-2',6'-dimethylbiphenyl-3-yl]methanol | HCID 23111752 | — |
| Reactant | Methyl 3-(4-{[(2-nitrophenyl)sulfonyl]amino}phenyl)propanoate | HCID 23157467 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Methyl 3-(4-{{[4'-(2-ethoxyethoxy)-2',6'-dimethylbiphenyl-3-yl]methyl}[(2-nitrophenyl)sulfonyl]amino}phenyl)propanoate | HCID 23157381 | — |
Reaction Steps
A solution of methyl 3-(4-{[(2-nitrophenyl)sulfonyl]amino}phenyl)propanoate (0.802 g, 2.20 mmol), [4′-(2-ethoxyethoxy)-2′,6′-dimethylbiphenyl-3-yl]methanol (0.601 g, 2.00 mmol) and triphenylphosphine (1.05 g, 4.00 mmol) in toluene (40 mL) was stirred under ice-cooling, and diethyl azodicarboxylate (40% toluene solution, 1.81 mL, 4.00 mmol) was added. The mixture was allowed to warm to room temperature and stirred for 43 hr. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (20%-60% ethyl acetate/hexane) to give the title compound as an orange oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07786165B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-63d89aa545bf4a18b497bd5ae08ef786 |
| Source note | uspto-grants-2010_08 |