ChemicalBook CAS DataBase List Fialuridine

Fialuridine synthesis

8synthesis methods

Product Name:Fialuridine
CAS Number:69123-98-4
Molecular formula:C9H10FIN2O5
Molecular Weight:372.09

97614-45-4 Synthesis

97614-45-4
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69123-98-4
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$25.00/1mg

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