THE SYNTHESIS OF 3-ACETAMIDO-2,3,5,6-TETRADEOXY-5-FLUORO-D,L-ribo-HEXOFURANOSE BY THE DIRECT FLUORINATION OF METHYL 3-ACETAMIDO-2,3,6-TRIDEOXY-D,L-arabino-HEXOPYRANOSIDE (METHYL N-ACETYL-D,L-ACOSAMINIDE)

DOI: 10.1016/0008-6215(84)85220-9

Source and publish data:

Carbohydrate Research p. 221 - 232 (1984)

Update date:2022-08-02

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Authors:

Welch, John T.

Svahn, Britt-Marie

Eswarakrishnan, Seetha

Hutchinson, John P.

Zubieta, Jon

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Article abstract of DOI:10.1016/0008-6215(84)85220-9

3-Acetamido-2,3,5,6-tetradeoxy-5-fluoro-D,L-ribo-hexofuranose was synthesized by direct, fluorinative dehydroxylation of methyl 3-acetamido-2,3,6-trideoxy-D,L-arabino-hexopyranoside with sulfur tetrafluoride-hydrogen fluoride.The furanose form and the ribo configuration, indicated by 13C- and 1H-n. m. r. spectroscopy, respectively, were confirmed by a single-crystal, X-ray diffraction study.

Full text of DOI:10.1016/0008-6215(84)85220-9

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