A concise synthesis of Fingolimod: an orally available drug for treating multiple sclerosis

A concise route for the synthesis of Fingolimod is reported. Starting from n-octylbenzene and 3-nitropropionic acid, a sequence of reactions consisting of Friedel-Crafts acylation, reduction, and double Henry reaction, followed by hydrogenation were applied to prepare Fingolimod with a yield of 31%,...

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Detalles Bibliográficos
Autores principales: Yan, Ning, Chen, Kai, Bai, Xinfa, Bi, Lei, Yao, Lei
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer International Publishing 2015
Materias:
Preliminary Communication
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4317520/
https://www.ncbi.nlm.nih.gov/pubmed/25657817
http://dx.doi.org/10.1186/s13065-015-0081-8
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author Yan, Ning
Chen, Kai
Bai, Xinfa
Bi, Lei
Yao, Lei
author_facet Yan, Ning
Chen, Kai
Bai, Xinfa
Bi, Lei
Yao, Lei
author_sort Yan, Ning
collection PubMed
description A concise route for the synthesis of Fingolimod is reported. Starting from n-octylbenzene and 3-nitropropionic acid, a sequence of reactions consisting of Friedel-Crafts acylation, reduction, and double Henry reaction, followed by hydrogenation were applied to prepare Fingolimod with a yield of 31%, and an overall atom economy of 82.7%. [Figure: see text]
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spelling pubmed-43175202015-02-06 A concise synthesis of Fingolimod: an orally available drug for treating multiple sclerosis Yan, Ning Chen, Kai Bai, Xinfa Bi, Lei Yao, Lei Chem Cent J Preliminary Communication A concise route for the synthesis of Fingolimod is reported. Starting from n-octylbenzene and 3-nitropropionic acid, a sequence of reactions consisting of Friedel-Crafts acylation, reduction, and double Henry reaction, followed by hydrogenation were applied to prepare Fingolimod with a yield of 31%, and an overall atom economy of 82.7%. [Figure: see text] Springer International Publishing 2015-02-01 /pmc/articles/PMC4317520/ /pubmed/25657817 http://dx.doi.org/10.1186/s13065-015-0081-8 Text en © Yan et al.; licensee Springer. 2015 This is an Open Access article distributed under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly credited.
spellingShingle Preliminary Communication
Yan, Ning
Chen, Kai
Bai, Xinfa
Bi, Lei
Yao, Lei
A concise synthesis of Fingolimod: an orally available drug for treating multiple sclerosis
title A concise synthesis of Fingolimod: an orally available drug for treating multiple sclerosis
title_full A concise synthesis of Fingolimod: an orally available drug for treating multiple sclerosis
title_fullStr A concise synthesis of Fingolimod: an orally available drug for treating multiple sclerosis
title_full_unstemmed A concise synthesis of Fingolimod: an orally available drug for treating multiple sclerosis
title_short A concise synthesis of Fingolimod: an orally available drug for treating multiple sclerosis
title_sort concise synthesis of fingolimod: an orally available drug for treating multiple sclerosis
topic Preliminary Communication
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4317520/
https://www.ncbi.nlm.nih.gov/pubmed/25657817
http://dx.doi.org/10.1186/s13065-015-0081-8
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