A Straightforward Diphenylmethyl Protection Method and Deprotection of Some Pyrimidine Nucleosides

Benzhydryl protection of primary and secondary alcohols has been reported previously via reaction with metal alcoholates. Our aim was to find generally useful and very mild conditions for the alcoholic protection and deprotection of nucleosides with the diphenylmethyl group. This was accomplished fo...

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Autores principales: Saudi, Milind, van Aerschot, Arthur
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2013
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6270414/
https://www.ncbi.nlm.nih.gov/pubmed/23873390
http://dx.doi.org/10.3390/molecules18078524
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author Saudi, Milind
van Aerschot, Arthur
author_facet Saudi, Milind
van Aerschot, Arthur
author_sort Saudi, Milind
collection PubMed
description Benzhydryl protection of primary and secondary alcohols has been reported previously via reaction with metal alcoholates. Our aim was to find generally useful and very mild conditions for the alcoholic protection and deprotection of nucleosides with the diphenylmethyl group. This was accomplished for some pyrimidine nucleosides using PdCl(2) as the transition metal catalyst, and with optimization yields of 70–90% have been achieved. A lack of solubility of other nucleosides hampers its more general use.
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spelling pubmed-62704142018-12-17 A Straightforward Diphenylmethyl Protection Method and Deprotection of Some Pyrimidine Nucleosides Saudi, Milind van Aerschot, Arthur Molecules Article Benzhydryl protection of primary and secondary alcohols has been reported previously via reaction with metal alcoholates. Our aim was to find generally useful and very mild conditions for the alcoholic protection and deprotection of nucleosides with the diphenylmethyl group. This was accomplished for some pyrimidine nucleosides using PdCl(2) as the transition metal catalyst, and with optimization yields of 70–90% have been achieved. A lack of solubility of other nucleosides hampers its more general use. MDPI 2013-07-18 /pmc/articles/PMC6270414/ /pubmed/23873390 http://dx.doi.org/10.3390/molecules18078524 Text en © 2013 by the authors; licensee MDPI, Basel, Switzerland. http://creativecommons.org/licenses/by/3.0/ This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Saudi, Milind
van Aerschot, Arthur
A Straightforward Diphenylmethyl Protection Method and Deprotection of Some Pyrimidine Nucleosides
title A Straightforward Diphenylmethyl Protection Method and Deprotection of Some Pyrimidine Nucleosides
title_full A Straightforward Diphenylmethyl Protection Method and Deprotection of Some Pyrimidine Nucleosides
title_fullStr A Straightforward Diphenylmethyl Protection Method and Deprotection of Some Pyrimidine Nucleosides
title_full_unstemmed A Straightforward Diphenylmethyl Protection Method and Deprotection of Some Pyrimidine Nucleosides
title_short A Straightforward Diphenylmethyl Protection Method and Deprotection of Some Pyrimidine Nucleosides
title_sort straightforward diphenylmethyl protection method and deprotection of some pyrimidine nucleosides
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6270414/
https://www.ncbi.nlm.nih.gov/pubmed/23873390
http://dx.doi.org/10.3390/molecules18078524
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