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Preparation and characterization of 2-deoxy-2-[18F] fluoro-D-galactose

โœ Scribed by Franz Oberdorfer; Birgitt-C. Traving; Wolfgang Maier-Borst; William E. Hull

Publisher
John Wiley and Sons
Year
1988
Tongue
French
Weight
692 KB
Volume
25
Category
Article
ISSN
0022-2135

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โœฆ Synopsis

SUlMARY 2-Deoxy-2-[1eFlfluoro-D-galactose was prepared using gaseous [ ' a F] acetyl hypofluorite or [ l a FIFz and tri-0-acetyl-0-galactal as substrate. The product was obtained in a surprisingly high epimeric purity ( > g o % ) , even with [ l a P I F ~ as fluorinating reagent, as demonstrated by HPLC and high-resolution 'Hand IOF-NMR spectroscopy. This is the first report of a highly stereoselective reaction using molecular fluorine in a polar protic solvent. Epimerization at C-3 of galactal led to a-2-deoxy-2-fluoro-D-idose and a-2-deoxy-2-fluoro-D-gulose as minor products. A simple apparatus for a partially remote-controlled preparation of 2deoxy-2-[~~F]fluoro-D-galactose is also described.

๐Ÿ“œ SIMILAR VOLUMES

A new synthesis of 2-deoxy-2-[18f]fluoro
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## Abstract A convenient method for the synthesis of ^18^Fโ€2โ€deoxyโ€2โ€fluoroโ€Dโ€glucose (4) and ^18^Fโ€2โ€deoxyโ€2โ€fluoroโ€Dโ€mannose (8) by the direct fluorination of 3,4,6โ€triโ€0โ€acetylโ€Dโ€glucal with ^18^Fโ€F~2~ is described. ^14^Cโ€2โ€deoxyโ€2โ€fluoroโ€Dโ€glucose has been synthesized from ^14^Cโ€3,4,6โ€triโ€0โ€ace

Synthesis and purification of 2-deoxy-2-
Synthesis and purification of 2-deoxy-2-[18F]fluoro-d-glucose and 2-deoxy-2-[18F]fluoro-d-mannose: characterization of products by 1H- and 19F-NMR spectroscopy
โœ Franz Oberdorfer; William E. Hull; Birgitt C. Traving; Wolfgang Maier-Borst ๐Ÿ“‚ Article ๐Ÿ“… 1986 ๐Ÿ› Elsevier Science โš– 430 KB

A procedure has been developed that allows the separation of 2-deoxy-2-[18F]fluoro-D-glucose from 2-deoxy-2-[18F]fluoro-D-mannose employing selectively optimized ion-moderated partition chromatography. Both compounds can be obtained with a greater than 98% chemical and radiochemical purity in about