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ChemicalBook CAS DataBase List 3'-Deoxy-3'-fluoro-xylo-uridine

3'-Deoxy-3'-fluoro-xylo-uridine synthesis

4synthesis methods
(3aR,6aR)-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-ol:methane

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3'-Deoxy-3'-fluoro-xylo-uridine

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Yield:-

Steps:

Multi-step reaction with 8 steps
1: diethylamino-sulfur trifluoride; triethylamine / dichloromethane / -20 °C
2: acetic acid; water / 20 °C
3: sodium periodate / methanol
4: sodium tetrahydroborate / methanol
5: hydrogenchloride / 1,4-dioxane / 20 °C
6: triethylamine; dmap / dichloromethane / 20 °C
7: trimethylsilyl trifluoromethanesulfonate / acetonitrile / 100 °C
8: ammonia; methanol / acetonitrile / 18 h / 20 °C

References:

Alnylam Pharmaceuticals, Inc.;RAJEEV, Kallanthottathil, G.;MANOHANRAN, Muthiah EP2880162, 2017, B1