Synthesis and Characterization of Some New Nucleoside Analogues from Substituted Benzimidazole via 1,3-Dipolar cycloaddition Thanaa M. Al-Mouamin | Ahmed Kh. Kadhim

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Baghdad Science Journal

Abstract

This paper includes the synthesis of some new nucleoside analogues starting with 2-substituted benzimidazole derivative (7-9), that synthesized by condensation of O-phenylenediamine with p-chloro benzaldehyde and two substituted benzoic acid , which on nucleophilic substitution with propargyl bromide gave a new N-substituted compounds (10-12). D-Fructose and D-galactose were chosen as a sugar moiety which were protected, brominated and azotated to give azido sugars (5) and (6), then they were subjected to 1,3-dipolar cycloaddition reaction with N-substuted compounds afforded bloked nucleoside analoges (13-16), which after hydrolysis gave our target the free nucleoside analogues (17-20).
All prepared compounds were identified by FT-IR and some of them with 1H-NMR and 13C-NMR.

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Journal BS. Synthesis and Characterization of Some New Nucleoside Analogues from Substituted Benzimidazole via 1,3-Dipolar cycloaddition. BSJ [Internet]. 5Jun.2016 [cited 5Aug.2020];13(2.2NCC):0298. Available from: http://bsj.uobaghdad.edu.iq/index.php/BSJ/article/view/2775
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