HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 11775454, 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 11403711 | HCID 11403711 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 11775454 | HCID 11775454 | 31% |
Reaction Steps
To a solution of ethyl (S)-10,11 -dihydro-3-hydroxy-5H-dibenzo[a,d]cycloheptene-10-acetate (200 mg, 0.67 mmole), 2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)-1 -ethanol (241 mg, 1.35 mmole), and PPh3 (354 mg, 1.35 mmole) in dry THF (5 mL) was added diisopropyl azodicarboxylate (0.27 mL, 1.35 mmole) at 0° C. The mixture was allowed to warm to RT as the bath warmed. After 18 hr, the mixture was concentrated under reduced pressure. The residue was chromatographed on silica gel (1:4.5 hexanes/Et2O) to give the title compound (94 mg, 31%) as a clear oil: MS (ES) m/e 457 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06495560B1 |
| Source dataset | uspto-grants-2002_12 |
| ORD ID | ord-b93b5e2d4cd340af873f6083127cc490 |
| Source note | uspto-grants-2002_12 |