HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 2',3'-Dideoxy-3'-fluoro-5'-O-[3-(N-CBZ-L-valyloxymethyl)-4-stearoyloxy-butoxycarbonyl] guanosine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 3-(N-CBZ-L-valyloxymethyl)-4-stearoyloxy-butoxycarbonyl chloride | HCID 23387531 | — |
| Reactant | 3'-Fluoro-2',3'-dideoxyguanosine | HCID 135431817 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2',3'-Dideoxy-3'-fluoro-5'-O-[3-(N-CBZ-L-valyloxymethyl)-4-stearoyloxy-butoxycarbonyl] guanosine | HCID 136005354 | — |
Reaction Steps
To a solution of 2′,3′-dideoxy-3′-fluoroguanosine (269 mg, 1.0 mmole in absolute DMF were added pyridine (198 mg, 2.5 mmole) and a solution of 3-(N-CBZ-L-valyloxymethyl)-4-stearoyloxy-butoxycarbonyl chloride (750 mg, 1.1 mmole) in 5 ml dichloromethane. The mixture was stirred for three days at room temperature. The solution was evaporated under reduced pressure and the product was isolated by silica gel column chromatography. Yield: 120 mg
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07071173B2 |
| Source dataset | uspto-grants-2006_07 |
| ORD ID | ord-3290d089eb1f4d0595ac41189cffa79b |
| Source note | uspto-grants-2006_07 |