Efficient Microwave Assisted Syntheses of 2,5-Diketopiperazines in Aqueous Media (†)

Aqueous in situ one-pot N-Boc-deprotection-cyclization of Nα-Boc-dipeptidyl-tert-butyl and methyl esters under microwave irradiation afforded 2,5-diketopiperazines (DKPs) in excellent yields. This protocol is rapid, safe, environmentally friendly, and highly efficient, and showed that the tert-butox...

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Autores principales: Pérez-Picaso, Lemuel, Escalante, Jaime, Olivo, Horacio F., Rios, María Yolanda
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Molecular Diversity Preservation International 2009
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6254787/
https://www.ncbi.nlm.nih.gov/pubmed/19701127
http://dx.doi.org/10.3390/molecules14082836
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author Pérez-Picaso, Lemuel
Escalante, Jaime
Olivo, Horacio F.
Rios, María Yolanda
author_facet Pérez-Picaso, Lemuel
Escalante, Jaime
Olivo, Horacio F.
Rios, María Yolanda
author_sort Pérez-Picaso, Lemuel
collection PubMed
description Aqueous in situ one-pot N-Boc-deprotection-cyclization of Nα-Boc-dipeptidyl-tert-butyl and methyl esters under microwave irradiation afforded 2,5-diketopiperazines (DKPs) in excellent yields. This protocol is rapid, safe, environmentally friendly, and highly efficient, and showed that the tert-butoxy moiety is also an excellent leaving group for these cyclizations.
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spelling pubmed-62547872018-11-30 Efficient Microwave Assisted Syntheses of 2,5-Diketopiperazines in Aqueous Media (†) Pérez-Picaso, Lemuel Escalante, Jaime Olivo, Horacio F. Rios, María Yolanda Molecules Article Aqueous in situ one-pot N-Boc-deprotection-cyclization of Nα-Boc-dipeptidyl-tert-butyl and methyl esters under microwave irradiation afforded 2,5-diketopiperazines (DKPs) in excellent yields. This protocol is rapid, safe, environmentally friendly, and highly efficient, and showed that the tert-butoxy moiety is also an excellent leaving group for these cyclizations. Molecular Diversity Preservation International 2009-07-31 /pmc/articles/PMC6254787/ /pubmed/19701127 http://dx.doi.org/10.3390/molecules14082836 Text en © 2009 by the authors; licensee Molecular Diversity Preservation International, Basel, Switzerland. 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
Pérez-Picaso, Lemuel
Escalante, Jaime
Olivo, Horacio F.
Rios, María Yolanda
Efficient Microwave Assisted Syntheses of 2,5-Diketopiperazines in Aqueous Media (†)
title Efficient Microwave Assisted Syntheses of 2,5-Diketopiperazines in Aqueous Media (†)
title_full Efficient Microwave Assisted Syntheses of 2,5-Diketopiperazines in Aqueous Media (†)
title_fullStr Efficient Microwave Assisted Syntheses of 2,5-Diketopiperazines in Aqueous Media (†)
title_full_unstemmed Efficient Microwave Assisted Syntheses of 2,5-Diketopiperazines in Aqueous Media (†)
title_short Efficient Microwave Assisted Syntheses of 2,5-Diketopiperazines in Aqueous Media (†)
title_sort efficient microwave assisted syntheses of 2,5-diketopiperazines in aqueous media (†)
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6254787/
https://www.ncbi.nlm.nih.gov/pubmed/19701127
http://dx.doi.org/10.3390/molecules14082836
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