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ChemicalBook CAS DataBase List 5-BroMo-2'-deoxy-2'-fluoro-3',5'-di-O-acetyl uridine

5-BroMo-2'-deoxy-2'-fluoro-3',5'-di-O-acetyl uridine synthesis

2synthesis methods
5-BroMo-2'-deoxy-2'-fluoro-3',5'-di-O-acetyl uridine

1188522-91-9
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Yield:1188522-91-9 84%

Reaction Conditions:

with pyridine;N-Bromosuccinimide at 20; for 18 h;

Steps:



The diacetyl derivative 266 obtained was suspended in dry pyridine (150 ml) to which N- bromosuccinimide (22 g, 123.6 mmol) was added and stirred at room temperature for 18h. After evaporating the solvent the residue was dissolved in dichloromethane (350 ml) and washed with water (3 x 200 ml) followed by sat. sodium bicarbonate solution (150 ml). Organic layer was dried over sodium sulfate and evaporated. The residue was coevaporated with toluene and the crude product was purified by silica gel column chromatography using a gradient of 0-1.5% methanol in dichloromethane to give 33.3 g (84%) of 267.

References:

WO2010/101951,2010,A1 Location in patent:Page/Page column 243