Photo-On-Demand Synthesis of α-Amino Acid N-Carboxyanhydrides with Chloroform

[Image: see text] Amino acid N-carboxyanhydrides (NCAs) are conventionally synthesized from α-amino acids and phosgene. The present study reports in situ photo-on-demand phosgenation reactions of amino acids with CHCl(3) for synthesizing NCAs. A series of NCAs were obtained on a gram scale upon phot...

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Autores principales: Sugimoto, Toshiyuki, Kuwahara, Tomoya, Liang, Fengying, Wang, Huirong, Tsuda, Akihiko
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9631898/
https://www.ncbi.nlm.nih.gov/pubmed/36340075
http://dx.doi.org/10.1021/acsomega.2c05299
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author Sugimoto, Toshiyuki
Kuwahara, Tomoya
Liang, Fengying
Wang, Huirong
Tsuda, Akihiko
author_facet Sugimoto, Toshiyuki
Kuwahara, Tomoya
Liang, Fengying
Wang, Huirong
Tsuda, Akihiko
author_sort Sugimoto, Toshiyuki
collection PubMed
description [Image: see text] Amino acid N-carboxyanhydrides (NCAs) are conventionally synthesized from α-amino acids and phosgene. The present study reports in situ photo-on-demand phosgenation reactions of amino acids with CHCl(3) for synthesizing NCAs. A series of NCAs were obtained on a gram scale upon photo-irradiation of a mixture solution of CHCl(3) and CH(3)CN containing an amino acid at 60–70 °C under O(2) bubbling. This method presents a safe and convenient reaction controlled by light without special apparatuses and reagents.
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spelling pubmed-96318982022-11-04 Photo-On-Demand Synthesis of α-Amino Acid N-Carboxyanhydrides with Chloroform Sugimoto, Toshiyuki Kuwahara, Tomoya Liang, Fengying Wang, Huirong Tsuda, Akihiko ACS Omega [Image: see text] Amino acid N-carboxyanhydrides (NCAs) are conventionally synthesized from α-amino acids and phosgene. The present study reports in situ photo-on-demand phosgenation reactions of amino acids with CHCl(3) for synthesizing NCAs. A series of NCAs were obtained on a gram scale upon photo-irradiation of a mixture solution of CHCl(3) and CH(3)CN containing an amino acid at 60–70 °C under O(2) bubbling. This method presents a safe and convenient reaction controlled by light without special apparatuses and reagents. American Chemical Society 2022-10-19 /pmc/articles/PMC9631898/ /pubmed/36340075 http://dx.doi.org/10.1021/acsomega.2c05299 Text en © 2022 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Sugimoto, Toshiyuki
Kuwahara, Tomoya
Liang, Fengying
Wang, Huirong
Tsuda, Akihiko
Photo-On-Demand Synthesis of α-Amino Acid N-Carboxyanhydrides with Chloroform
title Photo-On-Demand Synthesis of α-Amino Acid N-Carboxyanhydrides with Chloroform
title_full Photo-On-Demand Synthesis of α-Amino Acid N-Carboxyanhydrides with Chloroform
title_fullStr Photo-On-Demand Synthesis of α-Amino Acid N-Carboxyanhydrides with Chloroform
title_full_unstemmed Photo-On-Demand Synthesis of α-Amino Acid N-Carboxyanhydrides with Chloroform
title_short Photo-On-Demand Synthesis of α-Amino Acid N-Carboxyanhydrides with Chloroform
title_sort photo-on-demand synthesis of α-amino acid n-carboxyanhydrides with chloroform
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9631898/
https://www.ncbi.nlm.nih.gov/pubmed/36340075
http://dx.doi.org/10.1021/acsomega.2c05299
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