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Crystal structures of two 1,2,3,4-tetrahydronaphthalenes obtained during efforts towards the total synthesis of elisabethin A
The two substituted 1,2,3,4-tetrahydronaphthalenes, methyl (R)-3-{(1R,4S)-6-methoxy-4,7-dimethyl-5,8-bis[(triisopropylsilyl)oxy]-1,2,3,4-tetrahydronaphthalen-1-yl}butanoate, C(36)H(66)O(5)Si(2), (2), and methyl (E)-3-{(1R,4S)-8-hydroxy-6-methoxy-4,7-dimethyl-5-[(triisopropylsilyl)...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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International Union of Crystallography
2023
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9993920/ https://www.ncbi.nlm.nih.gov/pubmed/36909998 http://dx.doi.org/10.1107/S2056989023001226 |
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author | Kaiser, Maximilian Weil, Matthias Gärtner, Peter Enev, Valentin |
author_facet | Kaiser, Maximilian Weil, Matthias Gärtner, Peter Enev, Valentin |
author_sort | Kaiser, Maximilian |
collection | PubMed |
description | The two substituted 1,2,3,4-tetrahydronaphthalenes, methyl (R)-3-{(1R,4S)-6-methoxy-4,7-dimethyl-5,8-bis[(triisopropylsilyl)oxy]-1,2,3,4-tetrahydronaphthalen-1-yl}butanoate, C(36)H(66)O(5)Si(2), (2), and methyl (E)-3-{(1R,4S)-8-hydroxy-6-methoxy-4,7-dimethyl-5-[(triisopropylsilyl)oxy]-1,2,3,4-tetrahydronaphthalen-1-yl}acrylate, C(26)H(42)O(5)Si, (8), crystallize in the Sohncke space groups P2(1)2(1)2(1) and P2(1), respectively, with the absolute structure determined on the basis of anomalous dispersion effects. The configurations of the stereo centres in the 1,2,3,4-tetrahydronaphthalene moiety of (2) and (8) are the same, and the conformation of the non-aromatic part of the ring system is nearly identical. In the crystal of (2), weak non-classical C—H⋯O interactions consolidate the packing, whereas in (8), intermolecular O—H⋯O hydrogen-bonding interactions of medium-to-weak strength direct the molecules into Z-shaped strands extending parallel to [010]. |
format | Online Article Text |
id | pubmed-9993920 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-99939202023-03-09 Crystal structures of two 1,2,3,4-tetrahydronaphthalenes obtained during efforts towards the total synthesis of elisabethin A Kaiser, Maximilian Weil, Matthias Gärtner, Peter Enev, Valentin Acta Crystallogr E Crystallogr Commun Research Communications The two substituted 1,2,3,4-tetrahydronaphthalenes, methyl (R)-3-{(1R,4S)-6-methoxy-4,7-dimethyl-5,8-bis[(triisopropylsilyl)oxy]-1,2,3,4-tetrahydronaphthalen-1-yl}butanoate, C(36)H(66)O(5)Si(2), (2), and methyl (E)-3-{(1R,4S)-8-hydroxy-6-methoxy-4,7-dimethyl-5-[(triisopropylsilyl)oxy]-1,2,3,4-tetrahydronaphthalen-1-yl}acrylate, C(26)H(42)O(5)Si, (8), crystallize in the Sohncke space groups P2(1)2(1)2(1) and P2(1), respectively, with the absolute structure determined on the basis of anomalous dispersion effects. The configurations of the stereo centres in the 1,2,3,4-tetrahydronaphthalene moiety of (2) and (8) are the same, and the conformation of the non-aromatic part of the ring system is nearly identical. In the crystal of (2), weak non-classical C—H⋯O interactions consolidate the packing, whereas in (8), intermolecular O—H⋯O hydrogen-bonding interactions of medium-to-weak strength direct the molecules into Z-shaped strands extending parallel to [010]. International Union of Crystallography 2023-02-17 /pmc/articles/PMC9993920/ /pubmed/36909998 http://dx.doi.org/10.1107/S2056989023001226 Text en © Kaiser et al. 2023 https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
spellingShingle | Research Communications Kaiser, Maximilian Weil, Matthias Gärtner, Peter Enev, Valentin Crystal structures of two 1,2,3,4-tetrahydronaphthalenes obtained during efforts towards the total synthesis of elisabethin A |
title | Crystal structures of two 1,2,3,4-tetrahydronaphthalenes obtained during efforts towards the total synthesis of elisabethin A |
title_full | Crystal structures of two 1,2,3,4-tetrahydronaphthalenes obtained during efforts towards the total synthesis of elisabethin A |
title_fullStr | Crystal structures of two 1,2,3,4-tetrahydronaphthalenes obtained during efforts towards the total synthesis of elisabethin A |
title_full_unstemmed | Crystal structures of two 1,2,3,4-tetrahydronaphthalenes obtained during efforts towards the total synthesis of elisabethin A |
title_short | Crystal structures of two 1,2,3,4-tetrahydronaphthalenes obtained during efforts towards the total synthesis of elisabethin A |
title_sort | crystal structures of two 1,2,3,4-tetrahydronaphthalenes obtained during efforts towards the total synthesis of elisabethin a |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9993920/ https://www.ncbi.nlm.nih.gov/pubmed/36909998 http://dx.doi.org/10.1107/S2056989023001226 |
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