A rapid synthesis of 2-deoxy-2-fluoro-d-glucose from xenon difluoride suitable for labelling with 18F
✍ Scribed by Chyng-Yann Shiue; K.-C.; Alfred P. Wolf
- Publisher
- John Wiley and Sons
- Year
- 1983
- Tongue
- French
- Weight
- 256 KB
- Volume
- 20
- Category
- Article
- ISSN
- 0022-2135
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✦ Synopsis
Abstract
A rapid synthesis of 2‐deoxy‐2‐fluoro‐D‐glucose (3) from xenon difluoride is described. Reaction of 3,4,6‐tri‐O‐acetyl‐D‐glucal (1) with xenon difluoride in ethyl ether in the presence of BF~3~·OEt~2~ for 20 minutes gave 2‐deoxy‐2‐fluoro‐ 3,4,6‐tri‐O‐acetyl‐D‐glucopyranosyl fluoride (2) in 70‐80% chemical yield. Hydrolysis of 2 with 2 N HCl gave 2‐deoxy‐2‐fluoro‐D‐glucose (3) in 50% overall chemical yield in a synthesis time of 60 minutes. Preliminary results indicate that this method can be used to synthesize 2‐deoxy‐2‐ [^18^F] fluoro‐D‐glucose.
📜 SIMILAR VOLUMES
## Abstract For Abstract see ChemInform Abstract in Full Text.
## Abstract The mechanisms‐based glycosidase inhibitor 2‐deoxy‐2‐[^18^F]‐fluoro‐β‐mannosyl [^18^F]‐fluoride was synthesized and its covalent binding to __Agrobacterium__ β‐glucosidase was demonstrated __in vitro__.