HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 86643670, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 4-ethyl-2H-1,2,3-Triazole | HCID 14794987 | — |
| Reactant | Carbonic acid (1S,4R)-4-(2,6-dichloro-purin-9-yl)-cyclopent-2-enyl ester ethyl ester | HCID 58025019 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86643670 | HCID 86643670 | — |
Reaction Steps
A mixture comprising triphenylphosphine (0.299 g, 0.874 mmol) and Pd2(dba)3 (0.267 g, 0.291 mmol) in dry THF (5 mL) under an inert atmosphere of argon is stirred at RT for 10 minutes. This mixture is then added to a pre-stirring mixture of carbonic acid (1S,4R)-4-(2,6-dichloro-purin-9-yl)-cyclopent-2-enyl ester ethyl ester (Intermediate AA2) (2.00 g, 5.83 mmol) and 4-ethyl-2H-[1,2,3]triazole (0.594 g, 6.12 mmol) in THF (15 mL). The resulting mixture is stirred at RT overnight and then concentrated in vacuo. The crude product is purified by chromatography on silica eluting with 0-50% EtOAc in iso-hexane to afford the title compound as a white solid. (MH+ 350).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08193164B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-1d4ea045696d4bc38530429a916155ad |
| Source note | uspto-grants-2012_06 |