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Fast and easy synthesis of the non-commercially available standard isobutyl monophosphate (ammonium salt)

In an attempt to establish a biosynthetic route towards isobutene, we faced the problem that the first intermediate isobutyl-monophosphate was not commercially available. In order to overcome this limitation we searched in the literature for protocols reporting the synthesis of phosphate monoesters...

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Autores principales: Escobedo-Hinojosa, Wendy, Hammer, Stephan C., Wissner, Julian L., Hauer, Bernhard
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Elsevier 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8374633/
https://www.ncbi.nlm.nih.gov/pubmed/34430336
http://dx.doi.org/10.1016/j.mex.2021.101455
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author Escobedo-Hinojosa, Wendy
Hammer, Stephan C.
Wissner, Julian L.
Hauer, Bernhard
author_facet Escobedo-Hinojosa, Wendy
Hammer, Stephan C.
Wissner, Julian L.
Hauer, Bernhard
author_sort Escobedo-Hinojosa, Wendy
collection PubMed
description In an attempt to establish a biosynthetic route towards isobutene, we faced the problem that the first intermediate isobutyl-monophosphate was not commercially available. In order to overcome this limitation we searched in the literature for protocols reporting the synthesis of phosphate monoesters from alcohols. Based on the suitability of the preceding developments for our purposes, we established a customized method for the fast, easy and affordable generation of the pursued molecule. Herein, a prompt and straightforward method for isobutyl-monophosphate (ammonium salt) is provided. • This is a customized method for the production of isobutyl-monophosphate (ammonium salt), using isobutanol as starting compound; • Synthesis takes place in a one-pot fashion, under mild reaction conditions, in 2 h; • The established sequential strategy requires 8 h at the most, including synthesis and purification steps to obtain the isolated product.
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spelling pubmed-83746332021-08-23 Fast and easy synthesis of the non-commercially available standard isobutyl monophosphate (ammonium salt) Escobedo-Hinojosa, Wendy Hammer, Stephan C. Wissner, Julian L. Hauer, Bernhard MethodsX Chemistry In an attempt to establish a biosynthetic route towards isobutene, we faced the problem that the first intermediate isobutyl-monophosphate was not commercially available. In order to overcome this limitation we searched in the literature for protocols reporting the synthesis of phosphate monoesters from alcohols. Based on the suitability of the preceding developments for our purposes, we established a customized method for the fast, easy and affordable generation of the pursued molecule. Herein, a prompt and straightforward method for isobutyl-monophosphate (ammonium salt) is provided. • This is a customized method for the production of isobutyl-monophosphate (ammonium salt), using isobutanol as starting compound; • Synthesis takes place in a one-pot fashion, under mild reaction conditions, in 2 h; • The established sequential strategy requires 8 h at the most, including synthesis and purification steps to obtain the isolated product. Elsevier 2021-07-14 /pmc/articles/PMC8374633/ /pubmed/34430336 http://dx.doi.org/10.1016/j.mex.2021.101455 Text en © 2021 The Authors. Published by Elsevier B.V. https://creativecommons.org/licenses/by-nc-nd/4.0/This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Chemistry
Escobedo-Hinojosa, Wendy
Hammer, Stephan C.
Wissner, Julian L.
Hauer, Bernhard
Fast and easy synthesis of the non-commercially available standard isobutyl monophosphate (ammonium salt)
title Fast and easy synthesis of the non-commercially available standard isobutyl monophosphate (ammonium salt)
title_full Fast and easy synthesis of the non-commercially available standard isobutyl monophosphate (ammonium salt)
title_fullStr Fast and easy synthesis of the non-commercially available standard isobutyl monophosphate (ammonium salt)
title_full_unstemmed Fast and easy synthesis of the non-commercially available standard isobutyl monophosphate (ammonium salt)
title_short Fast and easy synthesis of the non-commercially available standard isobutyl monophosphate (ammonium salt)
title_sort fast and easy synthesis of the non-commercially available standard isobutyl monophosphate (ammonium salt)
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8374633/
https://www.ncbi.nlm.nih.gov/pubmed/34430336
http://dx.doi.org/10.1016/j.mex.2021.101455
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