Reactions of sugars with amidrazones and hydrazidines. Part II. The synthesis of C-nucleoside precursors. II. Synthesis and conformational analysis of 3-(pentahydroxypentyl)-6-phenyl-1,2,4-triazolo[3,4-a]phthalazines.

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概要

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• Reaction of 1-hydrazino-4-phenylphthalazine with aldohexoses (D-galactose, D-glucose, D-mannose, and D-talose) and 6-deoxyaldohexoses (L-fucose and L-rhamnose) gave the colored <I>aldehydo</I>-sugar (4-phenyl-1-phthalazinyl)hydrazones or the colorless 3-(pentahydroxypentyl)-6-phenyl-1,2,4-triazolo[3,4-<I>a</I>]phthalazines. The former can be cyclized to the latter by catalytic dehydrogenation. Structure elucidation of the prepared compounds was made on the basis of their various spectral properties. The <I>C</I>-nucleoside precursors were further characterized as their <I>O</I>-acetyl derivatives and the configurational–conformational correlation of these acetates was studied. Some of the prepared compounds were screened for insectidicidal, nematicidal, and herbicidal activities and found to be inactive. They showed, however, good corrosion inhibition of aluminium in acid solutions.

• 公益社団法人 日本化学会の論文

著者

• A. E.

  Department Of Mechanical Engineering University Of Ottawa

• A. M.

  Department of Cardiology, Academic Medical Center

• A. M.

  Department of Chemistry, Faculty of Science, Alexandria University

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• Reactions of sugars with amidrazones and hydrazidines. Part II. The synthesis of C-nucleoside precursors. II. Synthesis and conformational analysis of 3-(pentahydroxypentyl)-6-phenyl-1,2,4-triazolo[3,4-a]phthalazines.

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