Journal
SYNTHETIC COMMUNICATIONS
Volume 50, Issue 16, Pages 2422-2431Publisher
TAYLOR & FRANCIS INC
DOI: 10.1080/00397911.2020.1776876
Keywords
DRD2 binding; ligand docking; piperidine; reductive amination; triazole
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Funding
- Ministry of Higher Education and Scientific Research - Iraq (MOHESR)
- Higher Committee for Education Development in Iraq (HCED)
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New derivatives of piperidine bearing a 1,2,3-triazole ring designed and synthesized smoothly over six steps fromN-protected piperidone-4-one. These steps included reduction of the carbonyl group/tosylation of the resulting alcohol providing tosyl derivative in a good yield, followed by nucleophilic substitution and Cu-catalysed azide-alkyne cycloaddition. By removing the protecting group and functionalizing amine groupviareductive amination gave the desired design in moderate to very good yields. Molecular modeling studies of these compounds predicted possible binding modes into the active site of dopamine receptor D2.
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