Trifluoroacetic acid → 3'-Deoxy-2'-o-(2-methoxyethyl)-3'-methyl-5-methyluridine
Reaktionsgleichung
FC(F)(F)C(O)=O.COC1C=CC(C([O:27][CH2:28][C@H:29]2[O:33][C@@H:32]([N:34]3[CH:41]=[C:40]([CH3:42])[C:38](=[O:39])[NH:37][C:35]3=[O:36])[C@H:31]([O:43][CH2:44][CH2:45][O:46][CH3:47])[C@@H:30]2[CH3:48])(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>C(Cl)(Cl)Cl>[CH3:48][C@@H:30]1[C@@H:29]([CH2:28][OH:27])[O:33][C@@H:32]([N:34]2[CH:41]=[C:40]([CH3:42])[C:38](=[O:39])[NH:37][C:35]2=[O:36])[C@@H:31]1[O:43][CH2:44][CH2:45][O:46][CH3:47]Komponenten
4
Versuchsvorschrift
Trifluoroacetic acid (1.5 mL) was added dropwise to a stirred solution of 3′-deoxy-5′-O-(4-methoxytrityl)-3′-methyl-2′-O-(2-methoxyethyl)-5-methyluridine (370 mg, 0.63 mmol) in 50 mL of chloroform at 0° C. The mixture was stirred at rt for 30 min, concentrated, and then dissolved in ethyl acetate. The solution was washed with dilute sodium bicarbonate and brine. The organic phase was dried (Na2SO4) and concentrated. The resulting residue was purified by flash chromatography on a silica gel column. Elution with 1:1, 1:3 and then 0:1 hexanes-EtOAc provided 170 mg of the title compound as a white foam.
Aufarbeitung
- concentrationconcentrated
- dissolutiondissolved in ethyl acetate
- washThe solution was washed with dilute sodium bicarbonate and brine
- dry with materialThe organic phase was dried (Na2SO4)
- concentrationconcentrated
- customThe resulting residue was purified by flash chromatography on a silica gel column
- washElution with 1:1, 1:3
Quellen und Nachweise
- ORD-Eintrag
- ord-9d24e54aaf7f4f0597827d85598d6d48
- Quelldatensatz
- uspto-grants-2006_09
- Patentnummer
- US07105499B2
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