Synthesis of 3-C-(methyl beta-D-xylofuranosid-3-yl)-5-phenyl-1,2,4-oxadiazole.
Nucleophilic addition of KCN to 5-O-benzoyl-1,2-O-isopropylidene-alpha-D-erythro-pentofuranos-3-++ +ulose gave the xylo cyanohydrin stereoselectively. Several xylos-3-yl-1,2,4-oxadiazole derivatives were synthesized from this cyanohydrin and were converted into 3-C-(methyl beta-D-xylofuranosid-3-yl)-5-phenyl-1,2,4-oxadiazole.
Zhang
M
M
National Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Beijing Medical University, People's Republic of China.
Zhang
H
H
Yang
Z
Z
Ma
L
L
Min
J
J
Zhang
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L
D007202:Indicators and Reagents; D008958:Models, Molecular; D008968:Molecular Conformation; D010069:Oxadiazoles / Q000138:chemical synthesis* / Q000737:chemistry; D011190:Potassium Cyanide; D014994:Xylose / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry
C122023:3-C-(methyl xylofuranosid-3-yl)-5-phenyl-1,2,4-oxadiazole; D007202:Indicators and Reagents; D010069:Oxadiazoles; D014994:Xylose; D011190:Potassium Cyanide