Synthesis and Characterization of Some New Nucleoside Analogues from Substituted Benzimidazole via 1,3-Dipolar cycloaddition

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 bromid...

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Main Author: Baghdad Science Journal
Format: Article
Language:Arabic
Published: College of Science for Women, University of Baghdad 2016-06-01
Series:Baghdad Science Journal
Subjects:
Online Access:http://bsj.uobaghdad.edu.iq/index.php/BSJ/article/view/2775
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author Baghdad Science Journal
author_facet Baghdad Science Journal
author_sort Baghdad Science Journal
collection DOAJ
description 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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spelling doaj.art-a74eaaa73d2d46eab4df0965e27b32152022-12-22T02:15:03ZaraCollege of Science for Women, University of BaghdadBaghdad Science Journal2078-86652411-79862016-06-0113210.21123/bsj.13.2.298-306Synthesis and Characterization of Some New Nucleoside Analogues from Substituted Benzimidazole via 1,3-Dipolar cycloadditionBaghdad Science JournalThis 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.http://bsj.uobaghdad.edu.iq/index.php/BSJ/article/view/2775"Nucleoside analogues, Benzimidazole, Trizole"
spellingShingle Baghdad Science Journal
Synthesis and Characterization of Some New Nucleoside Analogues from Substituted Benzimidazole via 1,3-Dipolar cycloaddition
Baghdad Science Journal
"Nucleoside analogues, Benzimidazole, Trizole"
title Synthesis and Characterization of Some New Nucleoside Analogues from Substituted Benzimidazole via 1,3-Dipolar cycloaddition
title_full Synthesis and Characterization of Some New Nucleoside Analogues from Substituted Benzimidazole via 1,3-Dipolar cycloaddition
title_fullStr Synthesis and Characterization of Some New Nucleoside Analogues from Substituted Benzimidazole via 1,3-Dipolar cycloaddition
title_full_unstemmed Synthesis and Characterization of Some New Nucleoside Analogues from Substituted Benzimidazole via 1,3-Dipolar cycloaddition
title_short Synthesis and Characterization of Some New Nucleoside Analogues from Substituted Benzimidazole via 1,3-Dipolar cycloaddition
title_sort synthesis and characterization of some new nucleoside analogues from substituted benzimidazole via 1 3 dipolar cycloaddition
topic "Nucleoside analogues, Benzimidazole, Trizole"
url http://bsj.uobaghdad.edu.iq/index.php/BSJ/article/view/2775
work_keys_str_mv AT baghdadsciencejournal synthesisandcharacterizationofsomenewnucleosideanaloguesfromsubstitutedbenzimidazolevia13dipolarcycloaddition