Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Potassium Hydroxide | HCID 14797 | — |
| Edukt | 2'-deoxy-5'-O-trityl-5-fluorouridine | HCID 10838704 | — |
| Edukt | 2,3,4-Tribromo-5-(chloromethyl)thiophene | HCID 15124908 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | HCID 15124909 | HCID 15124909 | 18,1% |
Reaktionsschritte
To a solution of 5.00 g of 2'-deoxy-5-fluoro-5'-O-trityluridine in 100 ml of dioxane were added 5.74 g of fine powder of potassium hydroxide and 5.65 g of 2,3,4- tribromo-5-chloromethylthiophene, and the mixture was stirred at a temperature of 80° C. for 2 hours. The reaction mixture was concentrated and the residue was dissolved in 100 ml of ethyl acetate. The solution was washed with aqueous solution of acetic acid, dried and concentrated. To the residue was added 100 ml of 80% acetic acid and the mixture was left to stand at a temperature of 80° C. for one hour. The solvent was distilled off and the residue was placed on silica gel column and eluted with 2% methanol-chloroform for purification, giving 1.07 g (18%) of the desired 2'-deoxy 5-fluoro-3'-O-(3,4,5-tribromo-2-thenyl)uridine.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US04992534 |
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| Quelldatensatz | uspto-grants-1991_02 |
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| ORD ID | ord-b804364ba17d4ef4a3b26b125af93c3a |
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| Quellennotiz | uspto-grants-1991_02 |
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