## Abstract Synthesis of 2′‐deoxy‐2′‐[^18^F]fluoro‐5‐methyl‐1‐__β__‐D‐arabinofuranosyluracil ([^18^F]‐FMAU) is reported. 2‐Deoxy‐2‐[^18^F]fluoro‐1,3,5‐tri‐O‐benzoyl‐__α__‐D‐arabinofuranose **2** was prepared by the reaction of the respective triflate **1** with tetrabutylammonium[^18^F]fluoride. Th
A general synthesis of 2′-deoxy-2′-[18F]fluoro-1-β-D-arabinofuranosyluracil and its 5-substituted nucleosides
✍ Scribed by Mian M. Alauddin; Peter S. Conti; John D. Fissekis
- Publisher
- John Wiley and Sons
- Year
- 2003
- Tongue
- French
- Weight
- 77 KB
- Volume
- 46
- Category
- Article
- ISSN
- 0022-2135
- DOI
- 10.1002/jlcr.637
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✦ Synopsis
Abstract
Several 2′‐deoxy‐2′‐[^18^F]fluoro‐1‐β‐D‐arabinofuranosyluracil derivatives have been synthesized. Coupling of 1‐bromo‐2‐deoxy‐2‐[^18^F]fluoro‐3,5‐di‐O‐benzoyl‐α‐D‐arabinofuranose 2 with protected uracil derivatives 3a–e followed by hydrolysis and high‐performance liquid chromatography purification produced the radiolabeled nucleosides 4a–e in 15–30% yield (d. c.), >99% radiochemical purity and 55.5–103.6 GBq/µmol specific activities. Copyright © 2003 John Wiley & Sons, Ltd.
📜 SIMILAR VOLUMES
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 (
## Abstract For Abstract see ChemInform Abstract in Full Text.
## Abstract Convergent syntheses of the 9‐(3‐X‐2,3‐dideoxy‐2‐fluoro‐__β__‐D‐ribofuranosyl)adenines **5** (X=N~3~) and **7** (X=NH~2~), as well as of their respective __α__‐anomers **6** and **8**, are described, using methyl 2‐azido‐5‐__O__‐benzoyl‐2,3‐dideoxy‐2‐fluoro‐__β__‐D‐ribofuranoside (**4**
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
A nucleophilic radiofluorination of methyl 3,4-0-isopropylidene-2-0-(trif luoromethanesulfonyl) -6-O-trityl-/3-D-talopyranoside (1) with aninopolyether Hydrolysis of 2 with 6N HCl followed by passage through an ion retardation resin column and a neutral alumina column gave 2-deoxy-2-[18F1 f luoro-