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Synthesis of 2-amino alcohols from imidazole derivatives: Experimental and in silico study

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Title Synthesis of 2-amino alcohols from imidazole derivatives: Experimental and in silico study
 
Creator Behera, Subham
Kumari, Priyamvada
Sangma, Simon Watre
Bhunia, Sabyasachi
Padhy, Arun Kumar
 
Subject N1-Hydroxy-imidazole
Oxiranes
Epichlorohydrin
DFT
β-Amino alcohols
 
Description 444-451
β-Amino alcohols are promising molecules as synthons and also possess significant biological activity. The synthesis of
β-amino alcohols mainly involves reaction of epichlorohydrin with various amines. Most of the reported work ignores the
side products formed during the course of the reaction. In an ongoing effort to discover newer imidazole-based compounds,
which can act as synthon for the synthesis of β-amino alcohols, a novel series of imidazole based epoxides have been
designed and synthesized using a mild, efficient, and metal free approach. Starting from N1-hydroxy-2,4,5-trisubstitutedimidazoles
and epichlorohydrin as precursor compounds, a series of molecules have been obtained which may have higher
potential to show biological activity. We have come across two different products which might have significant importance
for the derivatization leading to the formation of biologically active molecules. To support the experimental findings, we
have also performed Density Functional Theory (DFT) calculations. On the basis of the experimental findings and
theoretical calculations we have proposed a possible reaction pathway that can lead to the desired product formation.
 
Date 2024-05-20T04:52:16Z
2024-05-20T04:52:16Z
2024-05
 
Type Article
 
Identifier 2583-1321 (Online); 0019-5103 (Print)
http://nopr.niscpr.res.in/handle/123456789/63923
https://doi.org/10.56042/ijc.v63i5.7120
 
Language en
 
Publisher NIScPR-CSIR,India
 
Source IJC Vol.63(05) [May 2024]