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ChemicalBook CAS DataBase List Fialuridine
69123-98-4

Fialuridine synthesis

8synthesis methods
-

Yield: 91.8%

Reaction Conditions:

Stage #1:5-iodo-1-(2'-deoxy-2'-fluoro-3',5'-di-O-benzoyl-β-D-arabinofuranosyl)uracil with water;sodium hydroxide in tetrahydrofuran for 4 h;
Stage #2:Acidic conditions;

Steps:

5.3.2
8.14 (14.03 mmol) 5-iodo-1-(2'-deoxy-2'-fluoro-3',5'-di-O-benzoyl-β-D-arabinofuranosyl)uracil are dissolved in 250 ml THF and mixed with 50 ml (100 mmol) 2 M sodium hydroxide solution. After 4 h the reaction is terminated. The solution is neutralised and extracted several times with acetic ester. The combined extracts are dried with magnesium sulphate. After filtration and centrifugation of the solvent, purification by column chromatography is effected (chloroform/methanol 10:1). 4.80 g (91.8%) of a colourless solid is obtained.

References:

RESprotech GmbH US2010/227834, 2010, A1 Location in patent:Page/Page column 18

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