Carbohydrate Research p. 139 - 148 (1981)
Update date:2022-08-03
Topics:
Sallam, Mohammed A. E.
Dehydration of D-altro-2-heptulose phenylosazone with methanolic sulfuric acid afforded two 3,6-anhydro-osazone derivatives (2 and 3).Compound 3 was obtained as the preponderant isomer, with inversion at C-1 (C-3 of the starting osazone), and 2 was obtained without inversion.Refluxing of 3 with copper sulfate afforded the C-nucleoside analog, namely, 2-phenyl-4-β-D-ribofuranosyl-1,2,3-osotriazole (4).Acetylation of 4 afforded the tri-O-acetyl derivative 5.The anomeric configuration was determined by c.d. and n.m.r. spectroscopy.The mass spectra of compounds 2-5 are discussed.
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