A facile and chemoselectivity in synthesis of 4-chloro-N-(4-((1-hydroxy-2-methylpropan-2-yl)oxy)phenethyl)benzamide, the alcohol derivative of Bezafibrate

A facile method for the reduction of carboxylic acid group of Bezafibrate, an approved drug, is described. The selective reduction of carboxylic acid group to corresponding alcohol was carried out by activation of the carboxylic acid moiety via mixed anhydride followed by the addition of stoichiomet...

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Autores principales: Majethia, Greesha N., Haq, Wahajul, Balendiran, Ganesaratnam K.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: 2022
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9352152/
https://www.ncbi.nlm.nih.gov/pubmed/35936959
http://dx.doi.org/10.1016/j.rechem.2022.100417
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author Majethia, Greesha N.
Haq, Wahajul
Balendiran, Ganesaratnam K.
author_facet Majethia, Greesha N.
Haq, Wahajul
Balendiran, Ganesaratnam K.
author_sort Majethia, Greesha N.
collection PubMed
description A facile method for the reduction of carboxylic acid group of Bezafibrate, an approved drug, is described. The selective reduction of carboxylic acid group to corresponding alcohol was carried out by activation of the carboxylic acid moiety via mixed anhydride followed by the addition of stoichiometric amount of NaBH(4) and methanol to obtain the first alcohol variant of Bezafibrate. The reaction was completed in 5–10 min in excellent yield and purity. The new alcohol derivative was characterized by spectroscopic methods. This is the first report on this new molecule.
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spelling pubmed-93521522022-08-29 A facile and chemoselectivity in synthesis of 4-chloro-N-(4-((1-hydroxy-2-methylpropan-2-yl)oxy)phenethyl)benzamide, the alcohol derivative of Bezafibrate Majethia, Greesha N. Haq, Wahajul Balendiran, Ganesaratnam K. Results Chem Article A facile method for the reduction of carboxylic acid group of Bezafibrate, an approved drug, is described. The selective reduction of carboxylic acid group to corresponding alcohol was carried out by activation of the carboxylic acid moiety via mixed anhydride followed by the addition of stoichiometric amount of NaBH(4) and methanol to obtain the first alcohol variant of Bezafibrate. The reaction was completed in 5–10 min in excellent yield and purity. The new alcohol derivative was characterized by spectroscopic methods. This is the first report on this new molecule. 2022-01 2022-06-29 /pmc/articles/PMC9352152/ /pubmed/35936959 http://dx.doi.org/10.1016/j.rechem.2022.100417 Text en https://creativecommons.org/licenses/by-nc-nd/4.0/This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/ (https://creativecommons.org/licenses/by-nc-nd/4.0/) ).
spellingShingle Article
Majethia, Greesha N.
Haq, Wahajul
Balendiran, Ganesaratnam K.
A facile and chemoselectivity in synthesis of 4-chloro-N-(4-((1-hydroxy-2-methylpropan-2-yl)oxy)phenethyl)benzamide, the alcohol derivative of Bezafibrate
title A facile and chemoselectivity in synthesis of 4-chloro-N-(4-((1-hydroxy-2-methylpropan-2-yl)oxy)phenethyl)benzamide, the alcohol derivative of Bezafibrate
title_full A facile and chemoselectivity in synthesis of 4-chloro-N-(4-((1-hydroxy-2-methylpropan-2-yl)oxy)phenethyl)benzamide, the alcohol derivative of Bezafibrate
title_fullStr A facile and chemoselectivity in synthesis of 4-chloro-N-(4-((1-hydroxy-2-methylpropan-2-yl)oxy)phenethyl)benzamide, the alcohol derivative of Bezafibrate
title_full_unstemmed A facile and chemoselectivity in synthesis of 4-chloro-N-(4-((1-hydroxy-2-methylpropan-2-yl)oxy)phenethyl)benzamide, the alcohol derivative of Bezafibrate
title_short A facile and chemoselectivity in synthesis of 4-chloro-N-(4-((1-hydroxy-2-methylpropan-2-yl)oxy)phenethyl)benzamide, the alcohol derivative of Bezafibrate
title_sort facile and chemoselectivity in synthesis of 4-chloro-n-(4-((1-hydroxy-2-methylpropan-2-yl)oxy)phenethyl)benzamide, the alcohol derivative of bezafibrate
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9352152/
https://www.ncbi.nlm.nih.gov/pubmed/35936959
http://dx.doi.org/10.1016/j.rechem.2022.100417
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