Synthesis of Fluorous Photolabile Aldehyde and Carbamate and Alkyl Carbamate Protecting Groups for Carbohydrate-Associated Amines

[Image: see text] Two new fluorous photolabile-protecting groups (FNBC and FNB) and a new base-labile protecting group (FOC) for the masking of amines are reported. The protecting groups survive a wide range of common reaction conditions used in oligosaccharide synthesis and render the attached mole...

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Autores principales: Roychoudhury, Rajarshi, Pohl, Nicola L. B.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3993871/
https://www.ncbi.nlm.nih.gov/pubmed/24512452
http://dx.doi.org/10.1021/ol500023y
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author Roychoudhury, Rajarshi
Pohl, Nicola L. B.
author_facet Roychoudhury, Rajarshi
Pohl, Nicola L. B.
author_sort Roychoudhury, Rajarshi
collection PubMed
description [Image: see text] Two new fluorous photolabile-protecting groups (FNBC and FNB) and a new base-labile protecting group (FOC) for the masking of amines are reported. The protecting groups survive a wide range of common reaction conditions used in oligosaccharide synthesis and render the attached molecules amenable to fluorous solid-phase extraction (FSPE). A glycosyl acceptor containing the FNB group is shown to be useful in the synthesis of carbohydrates tagged with free deactivated secondary amines.
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spelling pubmed-39938712015-02-10 Synthesis of Fluorous Photolabile Aldehyde and Carbamate and Alkyl Carbamate Protecting Groups for Carbohydrate-Associated Amines Roychoudhury, Rajarshi Pohl, Nicola L. B. Org Lett [Image: see text] Two new fluorous photolabile-protecting groups (FNBC and FNB) and a new base-labile protecting group (FOC) for the masking of amines are reported. The protecting groups survive a wide range of common reaction conditions used in oligosaccharide synthesis and render the attached molecules amenable to fluorous solid-phase extraction (FSPE). A glycosyl acceptor containing the FNB group is shown to be useful in the synthesis of carbohydrates tagged with free deactivated secondary amines. American Chemical Society 2014-02-10 2014-02-21 /pmc/articles/PMC3993871/ /pubmed/24512452 http://dx.doi.org/10.1021/ol500023y Text en Copyright © 2014 American Chemical Society
spellingShingle Roychoudhury, Rajarshi
Pohl, Nicola L. B.
Synthesis of Fluorous Photolabile Aldehyde and Carbamate and Alkyl Carbamate Protecting Groups for Carbohydrate-Associated Amines
title Synthesis of Fluorous Photolabile Aldehyde and Carbamate and Alkyl Carbamate Protecting Groups for Carbohydrate-Associated Amines
title_full Synthesis of Fluorous Photolabile Aldehyde and Carbamate and Alkyl Carbamate Protecting Groups for Carbohydrate-Associated Amines
title_fullStr Synthesis of Fluorous Photolabile Aldehyde and Carbamate and Alkyl Carbamate Protecting Groups for Carbohydrate-Associated Amines
title_full_unstemmed Synthesis of Fluorous Photolabile Aldehyde and Carbamate and Alkyl Carbamate Protecting Groups for Carbohydrate-Associated Amines
title_short Synthesis of Fluorous Photolabile Aldehyde and Carbamate and Alkyl Carbamate Protecting Groups for Carbohydrate-Associated Amines
title_sort synthesis of fluorous photolabile aldehyde and carbamate and alkyl carbamate protecting groups for carbohydrate-associated amines
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3993871/
https://www.ncbi.nlm.nih.gov/pubmed/24512452
http://dx.doi.org/10.1021/ol500023y
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AT pohlnicolalb synthesisoffluorousphotolabilealdehydeandcarbamateandalkylcarbamateprotectinggroupsforcarbohydrateassociatedamines

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