Reaktionsgleichung
[N:1]([C@@H:4]1[C@@H:8]([CH2:9][O:10]C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[O:7][C@@H:6]([N:30]2[CH:37]=[CH:36][C:34](=[O:35])[NH:33][C:31]2=[O:32])[CH2:5]1)=[N+:2]=[N-:3]>C(O)(=O)C>[N:1]([C@@H:4]1[C@@H:8]([CH2:9][OH:10])[O:7][C@@H:6]([N:30]2[CH:37]=[CH:36][C:34](=[O:35])[NH:33][C:31]2=[O:32])[CH2:5]1)=[N+:2]=[N-:3]Komponenten
3
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
A mixture of 3'-azido-5'-O-trityl-2',3'-dideoxyuridine (63 g, 0.132 mol) and 300 ml of acetic acid (80%) was heated at 95°-100° C. for two hours. The reaction mixture was cooled in an ice-bath and the solid separated was filtered off. The filtrate was evaporated to dryness. The residue was dissolved in a methanol-chloroform mixture and concentrated to a syrup. The residue was purified by flash vacuum chromatography over a silica gel column eluting sequentially with chloroform-methanol (70:1), chloroform-methanol (50:1) and finally chloroform-methanol (30:1), to yield 23 g (70%) of 3'-azido-2',3'-dideoxyuridine.
Aufarbeitung
- temperaturewas heated at 95°-100° C. for two hours
- temperatureThe reaction mixture was cooled in an ice-bath
- customthe solid separated
- filtrationwas filtered off
- customThe filtrate was evaporated to dryness
- dissolutionThe residue was dissolved in a methanol-chloroform mixture
- concentrationconcentrated to a syrup
- customThe residue was purified by flash vacuum chromatography over a silica gel column
- washeluting sequentially with chloroform-methanol (70:1), chloroform-methanol (50:1) and finally chloroform-methanol (30:1)
Quellen und Nachweise
- ORD-Eintrag
- ord-1e1f187b943e4b938696cfd7fe87751f
- Quelldatensatz
- uspto-grants-1992_10
- Patentnummer
- US05159067
Verknüpfte Notizen
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