HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 86759668, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | HCID 11367331 | HCID 11367331 | — |
| Reactant | HCID 69816255 | HCID 69816255 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86759668 | HCID 86759668 | 61.5% |
Reaction Steps
Diisopropyl azodicarboxylate (0.20 mL, 1.0 mmole) was added dropwise to a solution of ethyl (S)-3-(3-fluorophenyl)-4-(4-hydroxyphenyl)butanoate (250 mg, 0.83 mmole), 2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)-1-ethanol (178 mg, 1.0 mmole), and triphenylphosphine (262 mg, 1.0 mmole) in anhydrous THF (5 mL) at RT. After 18 hr the reaction was concentrated and the residue was flash chromatographed on silica gel (5:1 Et2O/hexanes) to afford impure title compound (236 mg, 61%): MS (ES) m/e 463 (M+H)+. This was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06881736B1 |
| Source dataset | uspto-grants-2005_04 |
| ORD ID | ord-8d8d9ec73d494102aa8f559f051749e3 |
| Source note | uspto-grants-2005_04 |