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The synthesis of radiolabelled 1-(2′-Fluoro-2′-deoxy-β-D-ribofuranosyl)-uracil and 1-(2′-chloro-2′-deoxy-β-D-ribofuranosyl)uracil

✍ Scribed by Douglas N. Abrams; John R. Mercer; Edward E. Knaus; Leonard I. Wiebe


Publisher
Elsevier Science
Year
1985
Weight
680 KB
Volume
36
Category
Article
ISSN
0020-708X

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The reaction of [2-14C]-2 ,4-bis-O-(trimethylsilyl)uracil (2) with ~-~-acetyl-~-0-benzoyl-2-deoxy-2-fluoro-~-D-arabinofuranosyl bromide (3) yielded the 3-O-acety1-5-0-benzoyl nucleos e 4 which was hydrolyzed with methanolic ammonia to afford [ 2-feC]-T-( 2-deoxy-2fluoro-p-D-arabinofuranosy1)uracil (

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The synthesis of t h e title canpound (7) is described. [2-14C] cytosine (I) is treated with an aqueous mixture of sodium bisulfite and sodium sulfate at 8OoC for 30 rnin. The resulting solid is then treated with aqueous sodiun hydroxide and passed through a cation exchange colunn, producing [ Z-14C