Concise and scalable synthesis of (±)-phosphonothrixin

A concise and scalable method for the synthesis of (±)-phosphonothrixin (1), an herbicidal antibiotic containing a C–P bond, was developed. We developed a simpler and more responsible method for the synthetic precursor, epoxy alcohol 2. The synthetic route is efficient, requiring only six steps to i...

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Autores principales:	Yoshitaka Matsushima, Koki Nakamura
Formato:	article
Lenguaje:	EN
Publicado:	Elsevier 2021
Materias:	Scalable synthesis (±)-Phosphonothrixin Herbicidal antibiotic C–P bond Chemistry QD1-999
Acceso en línea:	https://doaj.org/article/ec4723d48c37437ab9e9599e3bf9f9cc
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spelling	oai:doaj.org-article:ec4723d48c37437ab9e9599e3bf9f9cc2021-12-04T04:33:55ZConcise and scalable synthesis of (±)-phosphonothrixin2211-715610.1016/j.rechem.2021.100251https://doaj.org/article/ec4723d48c37437ab9e9599e3bf9f9cc2021-01-01T00:00:00Zhttp://www.sciencedirect.com/science/article/pii/S2211715621001569https://doaj.org/toc/2211-7156A concise and scalable method for the synthesis of (±)-phosphonothrixin (1), an herbicidal antibiotic containing a C–P bond, was developed. We developed a simpler and more responsible method for the synthetic precursor, epoxy alcohol 2. The synthetic route is efficient, requiring only six steps to isolate (±)-1 (18%) from the easily obtainable known epoxy alcohol 3 and can be applied to enable gram-scale synthesis.Yoshitaka MatsushimaKoki NakamuraElsevierarticleScalable synthesis(±)-PhosphonothrixinHerbicidal antibioticC–P bondChemistryQD1-999ENResults in Chemistry, Vol 3, Iss , Pp 100251- (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	Scalable synthesis (±)-Phosphonothrixin Herbicidal antibiotic C–P bond Chemistry QD1-999
spellingShingle	Scalable synthesis (±)-Phosphonothrixin Herbicidal antibiotic C–P bond Chemistry QD1-999 Yoshitaka Matsushima Koki Nakamura Concise and scalable synthesis of (±)-phosphonothrixin
description	A concise and scalable method for the synthesis of (±)-phosphonothrixin (1), an herbicidal antibiotic containing a C–P bond, was developed. We developed a simpler and more responsible method for the synthetic precursor, epoxy alcohol 2. The synthetic route is efficient, requiring only six steps to isolate (±)-1 (18%) from the easily obtainable known epoxy alcohol 3 and can be applied to enable gram-scale synthesis.
format	article
author	Yoshitaka Matsushima Koki Nakamura
author_facet	Yoshitaka Matsushima Koki Nakamura
author_sort	Yoshitaka Matsushima
title	Concise and scalable synthesis of (±)-phosphonothrixin
title_short	Concise and scalable synthesis of (±)-phosphonothrixin
title_full	Concise and scalable synthesis of (±)-phosphonothrixin
title_fullStr	Concise and scalable synthesis of (±)-phosphonothrixin
title_full_unstemmed	Concise and scalable synthesis of (±)-phosphonothrixin
title_sort	concise and scalable synthesis of (±)-phosphonothrixin
publisher	Elsevier
publishDate	2021
url	https://doaj.org/article/ec4723d48c37437ab9e9599e3bf9f9cc
work_keys_str_mv	AT yoshitakamatsushima conciseandscalablesynthesisofphosphonothrixin AT kokinakamura conciseandscalablesynthesisofphosphonothrixin
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Concise and scalable synthesis of (±)-phosphonothrixin

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