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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Format: | Article |
Language: | Arabic |
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College of Science for Women, University of Baghdad
2016-06-01
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Series: | Baghdad Science Journal |
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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. |
first_indexed | 2024-04-14T03:28:20Z |
format | Article |
id | doaj.art-a74eaaa73d2d46eab4df0965e27b3215 |
institution | Directory Open Access Journal |
issn | 2078-8665 2411-7986 |
language | Arabic |
last_indexed | 2024-04-14T03:28:20Z |
publishDate | 2016-06-01 |
publisher | College of Science for Women, University of Baghdad |
record_format | Article |
series | Baghdad Science Journal |
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 |