TY - JOUR
T1 - 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)
AU - Welch, John T.
AU - Svahn, Britt Marie
AU - Eswarakrishnan, Seetha
AU - Hutchinson, John P.
AU - Zubieta, Jon
N1 - Funding Information:
‘This work was supported
PY - 1984/9/15
Y1 - 1984/9/15
N2 - 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.
AB - 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.
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U2 - 10.1016/0008-6215(84)85220-9
DO - 10.1016/0008-6215(84)85220-9
M3 - Article
AN - SCOPUS:48549112374
SN - 0008-6215
VL - 132
SP - 221
EP - 231
JO - Carbohydrate Research
JF - Carbohydrate Research
IS - 2
ER -