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O-Ethyl S-{(S)-1-oxo-1-[(R)-2-oxo-4-phenyloxazolidin-3-yl]propan-2-yl} carbonodithioate
In the title compound, C(15)H(17)NO(4)S(2), synthesized by addition of O-ethylxanthic acid potassium salt to a diastereomeric mixture of (4R)-3-(2-chloropropanoyl)-4-phenyloxazolidin-2-one, the oxazolidinone ring has a twist conformation on the C—C bond. The phenyl ring is inclined to the mean pl...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2014
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4011202/ https://www.ncbi.nlm.nih.gov/pubmed/24860384 http://dx.doi.org/10.1107/S1600536814007636 |
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author | García-Merinos, J. Pablo López-Ruiz, Heraclio López, Yliana Rojas-Lima, Susana |
author_facet | García-Merinos, J. Pablo López-Ruiz, Heraclio López, Yliana Rojas-Lima, Susana |
author_sort | García-Merinos, J. Pablo |
collection | PubMed |
description | In the title compound, C(15)H(17)NO(4)S(2), synthesized by addition of O-ethylxanthic acid potassium salt to a diastereomeric mixture of (4R)-3-(2-chloropropanoyl)-4-phenyloxazolidin-2-one, the oxazolidinone ring has a twist conformation on the C—C bond. The phenyl ring is inclined to the mean plane of the oxazolidinone ring by 76.4 (3)°. In the chain the methine H atom is involved in a C—H⋯S and a C—H⋯O intramolecular interaction. In the crystal, molecules are linked by C—H⋯π interactions, forming chains along [001]. The S configuration at the C atom to which the xanthate group is attached was determined by comparison to the known R configuration of the C atom to which the phenyl group is attached. |
format | Online Article Text |
id | pubmed-4011202 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-40112022014-05-23 O-Ethyl S-{(S)-1-oxo-1-[(R)-2-oxo-4-phenyloxazolidin-3-yl]propan-2-yl} carbonodithioate García-Merinos, J. Pablo López-Ruiz, Heraclio López, Yliana Rojas-Lima, Susana Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(15)H(17)NO(4)S(2), synthesized by addition of O-ethylxanthic acid potassium salt to a diastereomeric mixture of (4R)-3-(2-chloropropanoyl)-4-phenyloxazolidin-2-one, the oxazolidinone ring has a twist conformation on the C—C bond. The phenyl ring is inclined to the mean plane of the oxazolidinone ring by 76.4 (3)°. In the chain the methine H atom is involved in a C—H⋯S and a C—H⋯O intramolecular interaction. In the crystal, molecules are linked by C—H⋯π interactions, forming chains along [001]. The S configuration at the C atom to which the xanthate group is attached was determined by comparison to the known R configuration of the C atom to which the phenyl group is attached. International Union of Crystallography 2014-04-18 /pmc/articles/PMC4011202/ /pubmed/24860384 http://dx.doi.org/10.1107/S1600536814007636 Text en © García-Merinos et al. 2014 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 García-Merinos, J. Pablo López-Ruiz, Heraclio López, Yliana Rojas-Lima, Susana O-Ethyl S-{(S)-1-oxo-1-[(R)-2-oxo-4-phenyloxazolidin-3-yl]propan-2-yl} carbonodithioate |
title |
O-Ethyl S-{(S)-1-oxo-1-[(R)-2-oxo-4-phenyloxazolidin-3-yl]propan-2-yl} carbonodithioate |
title_full |
O-Ethyl S-{(S)-1-oxo-1-[(R)-2-oxo-4-phenyloxazolidin-3-yl]propan-2-yl} carbonodithioate |
title_fullStr |
O-Ethyl S-{(S)-1-oxo-1-[(R)-2-oxo-4-phenyloxazolidin-3-yl]propan-2-yl} carbonodithioate |
title_full_unstemmed |
O-Ethyl S-{(S)-1-oxo-1-[(R)-2-oxo-4-phenyloxazolidin-3-yl]propan-2-yl} carbonodithioate |
title_short |
O-Ethyl S-{(S)-1-oxo-1-[(R)-2-oxo-4-phenyloxazolidin-3-yl]propan-2-yl} carbonodithioate |
title_sort | o-ethyl s-{(s)-1-oxo-1-[(r)-2-oxo-4-phenyloxazolidin-3-yl]propan-2-yl} carbonodithioate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4011202/ https://www.ncbi.nlm.nih.gov/pubmed/24860384 http://dx.doi.org/10.1107/S1600536814007636 |
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