Cargando…

Non-Kolbe electrolysis of N-protected-α-amino acids: a standardized method for the synthesis of N-protected (1-methoxyalkyl)amines

Here, we report a standardized method for the synthesis of N-protected (1-methoxyalkyl)amines by the electrochemical decarboxylative α-methoxylation of α-amino acid derivatives using the commercially available, easy-to-use, compact ElectraSyn 2.0 setup. The use of equipment with a standardized power...

Descripción completa

Detalles Bibliográficos
Autores principales: Walęcka-Kurczyk, A., Adamek, J., Walczak, K., Michalak, M., Październiok-Holewa, A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8979322/
https://www.ncbi.nlm.nih.gov/pubmed/35425224
http://dx.doi.org/10.1039/d1ra08124a
_version_ 1784681151937380352
author Walęcka-Kurczyk, A.
Adamek, J.
Walczak, K.
Michalak, M.
Październiok-Holewa, A.
author_facet Walęcka-Kurczyk, A.
Adamek, J.
Walczak, K.
Michalak, M.
Październiok-Holewa, A.
author_sort Walęcka-Kurczyk, A.
collection PubMed
description Here, we report a standardized method for the synthesis of N-protected (1-methoxyalkyl)amines by the electrochemical decarboxylative α-methoxylation of α-amino acid derivatives using the commercially available, easy-to-use, compact ElectraSyn 2.0 setup. The use of equipment with a standardized power source, electrodes, and other accessories allows this experimental procedure to be easily transferred to any laboratory in the world. A simple workup and chromatography-free purification produced the products in excellent yields above 90%.
format Online
Article
Text
id pubmed-8979322
institution National Center for Biotechnology Information
language English
publishDate 2022
publisher The Royal Society of Chemistry
record_format MEDLINE/PubMed
spelling pubmed-89793222022-04-13 Non-Kolbe electrolysis of N-protected-α-amino acids: a standardized method for the synthesis of N-protected (1-methoxyalkyl)amines Walęcka-Kurczyk, A. Adamek, J. Walczak, K. Michalak, M. Październiok-Holewa, A. RSC Adv Chemistry Here, we report a standardized method for the synthesis of N-protected (1-methoxyalkyl)amines by the electrochemical decarboxylative α-methoxylation of α-amino acid derivatives using the commercially available, easy-to-use, compact ElectraSyn 2.0 setup. The use of equipment with a standardized power source, electrodes, and other accessories allows this experimental procedure to be easily transferred to any laboratory in the world. A simple workup and chromatography-free purification produced the products in excellent yields above 90%. The Royal Society of Chemistry 2022-01-12 /pmc/articles/PMC8979322/ /pubmed/35425224 http://dx.doi.org/10.1039/d1ra08124a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Walęcka-Kurczyk, A.
Adamek, J.
Walczak, K.
Michalak, M.
Październiok-Holewa, A.
Non-Kolbe electrolysis of N-protected-α-amino acids: a standardized method for the synthesis of N-protected (1-methoxyalkyl)amines
title Non-Kolbe electrolysis of N-protected-α-amino acids: a standardized method for the synthesis of N-protected (1-methoxyalkyl)amines
title_full Non-Kolbe electrolysis of N-protected-α-amino acids: a standardized method for the synthesis of N-protected (1-methoxyalkyl)amines
title_fullStr Non-Kolbe electrolysis of N-protected-α-amino acids: a standardized method for the synthesis of N-protected (1-methoxyalkyl)amines
title_full_unstemmed Non-Kolbe electrolysis of N-protected-α-amino acids: a standardized method for the synthesis of N-protected (1-methoxyalkyl)amines
title_short Non-Kolbe electrolysis of N-protected-α-amino acids: a standardized method for the synthesis of N-protected (1-methoxyalkyl)amines
title_sort non-kolbe electrolysis of n-protected-α-amino acids: a standardized method for the synthesis of n-protected (1-methoxyalkyl)amines
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8979322/
https://www.ncbi.nlm.nih.gov/pubmed/35425224
http://dx.doi.org/10.1039/d1ra08124a
work_keys_str_mv AT waleckakurczyka nonkolbeelectrolysisofnprotectedaaminoacidsastandardizedmethodforthesynthesisofnprotected1methoxyalkylamines
AT adamekj nonkolbeelectrolysisofnprotectedaaminoacidsastandardizedmethodforthesynthesisofnprotected1methoxyalkylamines
AT walczakk nonkolbeelectrolysisofnprotectedaaminoacidsastandardizedmethodforthesynthesisofnprotected1methoxyalkylamines
AT michalakm nonkolbeelectrolysisofnprotectedaaminoacidsastandardizedmethodforthesynthesisofnprotected1methoxyalkylamines
AT pazdzierniokholewaa nonkolbeelectrolysisofnprotectedaaminoacidsastandardizedmethodforthesynthesisofnprotected1methoxyalkylamines