ACID-CATALYZED EPIMERIZATION OF 2-DEOXY-2-FLUORO-D-HEXOSES

Terushi Haradahira; Minoru Maeda; Yoko Kanazawa; Yuko Momozono; Masaharu Kojima

doi:10.1248/cpb.34.1407

Chemical and Pharmaceutical Bulletin

Online ISSN : 1347-5223
Print ISSN : 0009-2363

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Volume 34 (1986) Issue 3
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ACID-CATALYZED EPIMERIZATION OF 2-DEOXY-2-FLUORO-D-HEXOSES

Terushi Haradahira, Minoru Maeda, Yoko Kanazawa, Yuko Momozono, Masaharu Kojima

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Keywords: ^<19>F-NMR

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Volume 34 (1986) Issue 3 Pages 1407-1410

DOI https://doi.org/10.1248/cpb.34.1407

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Abstract

Interconversion of 2-deoxy-2-fluoro-D-glucose (FDG) and 2-deoxy-2-2-fluoro-D-mannose (FDM) catalyzed by acid has been detected by ¹⁹F-NMR method. Although FDG and FDM were stable towards 1 N hydrochloric acid, in stronger acidic media the two hexoses underwent epimerization at C-2.