(2R,4R)-4-(2-Eth­oxy-2-oxoeth­yl)-2,6,6-trimeth­yl–2-oxo-1,3,6,2λ(5)-dioxaza­phospho­can-6-ium iodide

The title compound, C(11)H(23)NO(5)P(+)·I(−), consists of an eight-membered cationic heterocyclic ring in a boat–chair conformation. The ring features a tetra­alkyl­ammonium N and a methyl­phospho­nate P atom. A –CH(2)(CO)OC(2)H(5) ester side chain at the C adjacent to oxygen produces two chiral cen...

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Detalles Bibliográficos
Autores principales: Fulfer, Bradford W., Fronczek, Frank R., Watkins, Steven F.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3379206/
https://www.ncbi.nlm.nih.gov/pubmed/22719404
http://dx.doi.org/10.1107/S1600536812018466
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author Fulfer, Bradford W.
Fronczek, Frank R.
Watkins, Steven F.
author_facet Fulfer, Bradford W.
Fronczek, Frank R.
Watkins, Steven F.
author_sort Fulfer, Bradford W.
collection PubMed
description The title compound, C(11)H(23)NO(5)P(+)·I(−), consists of an eight-membered cationic heterocyclic ring in a boat–chair conformation. The ring features a tetra­alkyl­ammonium N and a methyl­phospho­nate P atom. A –CH(2)(CO)OC(2)H(5) ester side chain at the C adjacent to oxygen produces two chiral centers at that substituted C atom and the P atom, both of which were determined to have absolute R,R configurations. A previously determined racemic bromide analog has exactly the same ring but with a –C(15)H(31) side chain. In that structure, both chiral centers show the same relative R/S,R/S configurations, but the ring in the bromide analog is in a boat conformation.
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spelling pubmed-33792062012-06-20 (2R,4R)-4-(2-Eth­oxy-2-oxoeth­yl)-2,6,6-trimeth­yl–2-oxo-1,3,6,2λ(5)-dioxaza­phospho­can-6-ium iodide Fulfer, Bradford W. Fronczek, Frank R. Watkins, Steven F. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(11)H(23)NO(5)P(+)·I(−), consists of an eight-membered cationic heterocyclic ring in a boat–chair conformation. The ring features a tetra­alkyl­ammonium N and a methyl­phospho­nate P atom. A –CH(2)(CO)OC(2)H(5) ester side chain at the C adjacent to oxygen produces two chiral centers at that substituted C atom and the P atom, both of which were determined to have absolute R,R configurations. A previously determined racemic bromide analog has exactly the same ring but with a –C(15)H(31) side chain. In that structure, both chiral centers show the same relative R/S,R/S configurations, but the ring in the bromide analog is in a boat conformation. International Union of Crystallography 2012-05-02 /pmc/articles/PMC3379206/ /pubmed/22719404 http://dx.doi.org/10.1107/S1600536812018466 Text en © Fulfer et al. 2012 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Fulfer, Bradford W.
Fronczek, Frank R.
Watkins, Steven F.
(2R,4R)-4-(2-Eth­oxy-2-oxoeth­yl)-2,6,6-trimeth­yl–2-oxo-1,3,6,2λ(5)-dioxaza­phospho­can-6-ium iodide
title (2R,4R)-4-(2-Eth­oxy-2-oxoeth­yl)-2,6,6-trimeth­yl–2-oxo-1,3,6,2λ(5)-dioxaza­phospho­can-6-ium iodide
title_full (2R,4R)-4-(2-Eth­oxy-2-oxoeth­yl)-2,6,6-trimeth­yl–2-oxo-1,3,6,2λ(5)-dioxaza­phospho­can-6-ium iodide
title_fullStr (2R,4R)-4-(2-Eth­oxy-2-oxoeth­yl)-2,6,6-trimeth­yl–2-oxo-1,3,6,2λ(5)-dioxaza­phospho­can-6-ium iodide
title_full_unstemmed (2R,4R)-4-(2-Eth­oxy-2-oxoeth­yl)-2,6,6-trimeth­yl–2-oxo-1,3,6,2λ(5)-dioxaza­phospho­can-6-ium iodide
title_short (2R,4R)-4-(2-Eth­oxy-2-oxoeth­yl)-2,6,6-trimeth­yl–2-oxo-1,3,6,2λ(5)-dioxaza­phospho­can-6-ium iodide
title_sort (2r,4r)-4-(2-eth­oxy-2-oxoeth­yl)-2,6,6-trimeth­yl–2-oxo-1,3,6,2λ(5)-dioxaza­phospho­can-6-ium iodide
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3379206/
https://www.ncbi.nlm.nih.gov/pubmed/22719404
http://dx.doi.org/10.1107/S1600536812018466
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AT watkinsstevenf 2r4r42ethoxy2oxoethyl266trimethyl2oxo1362l5dioxazaphosphocan6iumiodide

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