Microwave Assisted Synthesis of Py-Im Polyamides

[Image: see text] Microwave synthesis was utilized to rapidly build Py-Im polyamides in high yields and purity using Boc-protection chemistry on Kaiser oxime resin. A representative polyamide targeting the 5′-WGWWCW-3′ (W = A or T) subset of the consensus Androgen and Glucocorticoid Response Element...

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Detalles Bibliográficos
Autores principales: Puckett, James W., Green, Joshua T., Dervan, Peter B.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2012
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3365540/
https://www.ncbi.nlm.nih.gov/pubmed/22578091
http://dx.doi.org/10.1021/ol3010003
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author Puckett, James W.
Green, Joshua T.
Dervan, Peter B.
author_facet Puckett, James W.
Green, Joshua T.
Dervan, Peter B.
author_sort Puckett, James W.
collection PubMed
description [Image: see text] Microwave synthesis was utilized to rapidly build Py-Im polyamides in high yields and purity using Boc-protection chemistry on Kaiser oxime resin. A representative polyamide targeting the 5′-WGWWCW-3′ (W = A or T) subset of the consensus Androgen and Glucocorticoid Response Elements was synthesized in 56% yield after 20 linear steps and HPLC purification. It was confirmed by Mosher amide derivatization of the polyamide that a chiral α-amino acid does not racemize after several additional coupling steps.
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spelling pubmed-33655402012-06-01 Microwave Assisted Synthesis of Py-Im Polyamides Puckett, James W. Green, Joshua T. Dervan, Peter B. Org Lett [Image: see text] Microwave synthesis was utilized to rapidly build Py-Im polyamides in high yields and purity using Boc-protection chemistry on Kaiser oxime resin. A representative polyamide targeting the 5′-WGWWCW-3′ (W = A or T) subset of the consensus Androgen and Glucocorticoid Response Elements was synthesized in 56% yield after 20 linear steps and HPLC purification. It was confirmed by Mosher amide derivatization of the polyamide that a chiral α-amino acid does not racemize after several additional coupling steps. American Chemical Society 2012-05-11 2012-06-01 /pmc/articles/PMC3365540/ /pubmed/22578091 http://dx.doi.org/10.1021/ol3010003 Text en Copyright © 2012 American Chemical Society http://pubs.acs.org This is an open-access article distributed under the ACS AuthorChoice Terms & Conditions. Any use of this article, must conform to the terms of that license which are available at http://pubs.acs.org.
spellingShingle Puckett, James W.
Green, Joshua T.
Dervan, Peter B.
Microwave Assisted Synthesis of Py-Im Polyamides
title Microwave Assisted Synthesis of Py-Im Polyamides
title_full Microwave Assisted Synthesis of Py-Im Polyamides
title_fullStr Microwave Assisted Synthesis of Py-Im Polyamides
title_full_unstemmed Microwave Assisted Synthesis of Py-Im Polyamides
title_short Microwave Assisted Synthesis of Py-Im Polyamides
title_sort microwave assisted synthesis of py-im polyamides
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3365540/
https://www.ncbi.nlm.nih.gov/pubmed/22578091
http://dx.doi.org/10.1021/ol3010003
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