HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Benzyl Bromide → Uridine, 2'-deoxy-5-fluoro-3'-O-(phenylmethyl)-
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Benzyl Bromide | HCID 7498 | — |
| Edukt | Potassium Hydroxide | HCID 14797 | — |
| Edukt | 2'-deoxy-5'-O-trityl-5-fluorouridine | HCID 10838704 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | Uridine, 2'-deoxy-5-fluoro-3'-O-(phenylmethyl)- | HCID 10664574 | 72,6% |
Reaktionsschritte
In 50 ml of dioxane was dissolved 10 g of 2'-deoxy-5'-O-trityl-5-fluorouridine. To the solution were added 2.9 ml of benzyl bromide and 14.6 g of particles of potassium hydroxide. The mixture was stirred at room temperature for 1 hour. The solvent was distilled off and the residue was dissolved in 80 ml of a 80% solution of acetic acid to undergo reaction at 50° to 60° C. for 2 hours. The reaction mixture was cooled with ice for 1 hour, the trityl alcohol was separated by filtration and the mother liquor was concentrated. To the concentrate was added ethanol and the mixture was stirred. The crystals precipitated were separated by filtration and dried, affording 5.0 g of the title compound in a yield of 72%.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05155113 |
| Quelldatensatz | uspto-grants-1992_10 |
| ORD ID | ord-70939b8e63cd4aa28cc987d78df48095 |
| Quellennotiz | uspto-grants-1992_10 |