Novel Synthesis of 8-Deaza-5,6,7,8-tetrahydroaminopterin Analogues via an Aziridine Intermediate

An efficient method for the construction of the tetrahydrofolate skeleton is described. Starting from pterin analogues and aromatic amines, 8-deaza-5,6,7,8-tetrahydroaminopterin derivatives and the heterocyclic benzoyl isosteres were synthesized via a novel aziridine intermediate. Following this met...

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Detalles Bibliográficos
Autores principales: Zhou, Shouxin, Tian, Chao, Li, Chao, Guo, Ying, Wang, Xiaowei, Liu, Junyi, Zhang, Zhili
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2012
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268183/
https://www.ncbi.nlm.nih.gov/pubmed/22576230
http://dx.doi.org/10.3390/molecules17055604
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author Zhou, Shouxin
Tian, Chao
Li, Chao
Guo, Ying
Wang, Xiaowei
Liu, Junyi
Zhang, Zhili
author_facet Zhou, Shouxin
Tian, Chao
Li, Chao
Guo, Ying
Wang, Xiaowei
Liu, Junyi
Zhang, Zhili
author_sort Zhou, Shouxin
collection PubMed
description An efficient method for the construction of the tetrahydrofolate skeleton is described. Starting from pterin analogues and aromatic amines, 8-deaza-5,6,7,8-tetrahydroaminopterin derivatives and the heterocyclic benzoyl isosteres were synthesized via a novel aziridine intermediate. Following this method, the byproducts of carbon-nitrogen bond hydrogenolysis in traditional synthetic strategy can be completely avoided.
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spelling pubmed-62681832018-12-20 Novel Synthesis of 8-Deaza-5,6,7,8-tetrahydroaminopterin Analogues via an Aziridine Intermediate Zhou, Shouxin Tian, Chao Li, Chao Guo, Ying Wang, Xiaowei Liu, Junyi Zhang, Zhili Molecules Article An efficient method for the construction of the tetrahydrofolate skeleton is described. Starting from pterin analogues and aromatic amines, 8-deaza-5,6,7,8-tetrahydroaminopterin derivatives and the heterocyclic benzoyl isosteres were synthesized via a novel aziridine intermediate. Following this method, the byproducts of carbon-nitrogen bond hydrogenolysis in traditional synthetic strategy can be completely avoided. MDPI 2012-05-10 /pmc/articles/PMC6268183/ /pubmed/22576230 http://dx.doi.org/10.3390/molecules17055604 Text en © 2012 by the authors; licensee MDPI, Basel, Switzerland. http://creativecommons.org/licenses/by/3.0/ 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
Zhou, Shouxin
Tian, Chao
Li, Chao
Guo, Ying
Wang, Xiaowei
Liu, Junyi
Zhang, Zhili
Novel Synthesis of 8-Deaza-5,6,7,8-tetrahydroaminopterin Analogues via an Aziridine Intermediate
title Novel Synthesis of 8-Deaza-5,6,7,8-tetrahydroaminopterin Analogues via an Aziridine Intermediate
title_full Novel Synthesis of 8-Deaza-5,6,7,8-tetrahydroaminopterin Analogues via an Aziridine Intermediate
title_fullStr Novel Synthesis of 8-Deaza-5,6,7,8-tetrahydroaminopterin Analogues via an Aziridine Intermediate
title_full_unstemmed Novel Synthesis of 8-Deaza-5,6,7,8-tetrahydroaminopterin Analogues via an Aziridine Intermediate
title_short Novel Synthesis of 8-Deaza-5,6,7,8-tetrahydroaminopterin Analogues via an Aziridine Intermediate
title_sort novel synthesis of 8-deaza-5,6,7,8-tetrahydroaminopterin analogues via an aziridine intermediate
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268183/
https://www.ncbi.nlm.nih.gov/pubmed/22576230
http://dx.doi.org/10.3390/molecules17055604
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