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Crystal structures of (R (S))-N-[(1R,2S)-2-benzyloxy-1-(2,6-dimethylphenyl)propyl]-2-methylpropane-2-sulfinamide and (R (S))-N-[(1S,2R)-2-benzyloxy-1-(2,4,6-trimethylphenyl)propyl]-2-methylpropane-2-sulfinamide: two related protected 1,2-amino alcohols
The title compounds, C(22)H(31)NO(2)S, (1), and C(23)H(33)NO(2)S, (2), are related protected 1,2-amino alcohols. They differ in the substituents on the benzene ring, viz. 2,6-dimethylphenyl in (1) and 2,4,6-trimethylphenyl in (2). The plane of the phenyl ring is inclined to that of the benzene r...
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/PMC4257314/ https://www.ncbi.nlm.nih.gov/pubmed/25484747 http://dx.doi.org/10.1107/S1600536814022570 |
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author | Carbone, Matthew R. Centola, Garrick A. Haas, Adam McClelland, Kevin P. Moskowitz, Michael D. Verderame, Angelo M. Olezeski, Mikael S. Papa, Louis J. Dorn, Stephanie C. M. Brennessel, William W. Weix, Daniel J. |
author_facet | Carbone, Matthew R. Centola, Garrick A. Haas, Adam McClelland, Kevin P. Moskowitz, Michael D. Verderame, Angelo M. Olezeski, Mikael S. Papa, Louis J. Dorn, Stephanie C. M. Brennessel, William W. Weix, Daniel J. |
author_sort | Carbone, Matthew R. |
collection | PubMed |
description | The title compounds, C(22)H(31)NO(2)S, (1), and C(23)H(33)NO(2)S, (2), are related protected 1,2-amino alcohols. They differ in the substituents on the benzene ring, viz. 2,6-dimethylphenyl in (1) and 2,4,6-trimethylphenyl in (2). The plane of the phenyl ring is inclined to that of the benzene ring by 28.52 (7)° in (1) and by 44.65 (19)° in (2). In the crystal of (1), N—H⋯O=S and C—H⋯O=S hydrogen bonds link molecules, forming chains along [100], while in (2), similar hydrogen bonds link molecules into chains along [010]. The absolute structures of both compounds were determined by resonance scattering. |
format | Online Article Text |
id | pubmed-4257314 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-42573142014-12-05 Crystal structures of (R (S))-N-[(1R,2S)-2-benzyloxy-1-(2,6-dimethylphenyl)propyl]-2-methylpropane-2-sulfinamide and (R (S))-N-[(1S,2R)-2-benzyloxy-1-(2,4,6-trimethylphenyl)propyl]-2-methylpropane-2-sulfinamide: two related protected 1,2-amino alcohols Carbone, Matthew R. Centola, Garrick A. Haas, Adam McClelland, Kevin P. Moskowitz, Michael D. Verderame, Angelo M. Olezeski, Mikael S. Papa, Louis J. Dorn, Stephanie C. M. Brennessel, William W. Weix, Daniel J. Acta Crystallogr Sect E Struct Rep Online Research Communications The title compounds, C(22)H(31)NO(2)S, (1), and C(23)H(33)NO(2)S, (2), are related protected 1,2-amino alcohols. They differ in the substituents on the benzene ring, viz. 2,6-dimethylphenyl in (1) and 2,4,6-trimethylphenyl in (2). The plane of the phenyl ring is inclined to that of the benzene ring by 28.52 (7)° in (1) and by 44.65 (19)° in (2). In the crystal of (1), N—H⋯O=S and C—H⋯O=S hydrogen bonds link molecules, forming chains along [100], while in (2), similar hydrogen bonds link molecules into chains along [010]. The absolute structures of both compounds were determined by resonance scattering. International Union of Crystallography 2014-10-24 /pmc/articles/PMC4257314/ /pubmed/25484747 http://dx.doi.org/10.1107/S1600536814022570 Text en © Carbone 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 | Research Communications Carbone, Matthew R. Centola, Garrick A. Haas, Adam McClelland, Kevin P. Moskowitz, Michael D. Verderame, Angelo M. Olezeski, Mikael S. Papa, Louis J. Dorn, Stephanie C. M. Brennessel, William W. Weix, Daniel J. Crystal structures of (R (S))-N-[(1R,2S)-2-benzyloxy-1-(2,6-dimethylphenyl)propyl]-2-methylpropane-2-sulfinamide and (R (S))-N-[(1S,2R)-2-benzyloxy-1-(2,4,6-trimethylphenyl)propyl]-2-methylpropane-2-sulfinamide: two related protected 1,2-amino alcohols |
title | Crystal structures of (R
(S))-N-[(1R,2S)-2-benzyloxy-1-(2,6-dimethylphenyl)propyl]-2-methylpropane-2-sulfinamide and (R
(S))-N-[(1S,2R)-2-benzyloxy-1-(2,4,6-trimethylphenyl)propyl]-2-methylpropane-2-sulfinamide: two related protected 1,2-amino alcohols |
title_full | Crystal structures of (R
(S))-N-[(1R,2S)-2-benzyloxy-1-(2,6-dimethylphenyl)propyl]-2-methylpropane-2-sulfinamide and (R
(S))-N-[(1S,2R)-2-benzyloxy-1-(2,4,6-trimethylphenyl)propyl]-2-methylpropane-2-sulfinamide: two related protected 1,2-amino alcohols |
title_fullStr | Crystal structures of (R
(S))-N-[(1R,2S)-2-benzyloxy-1-(2,6-dimethylphenyl)propyl]-2-methylpropane-2-sulfinamide and (R
(S))-N-[(1S,2R)-2-benzyloxy-1-(2,4,6-trimethylphenyl)propyl]-2-methylpropane-2-sulfinamide: two related protected 1,2-amino alcohols |
title_full_unstemmed | Crystal structures of (R
(S))-N-[(1R,2S)-2-benzyloxy-1-(2,6-dimethylphenyl)propyl]-2-methylpropane-2-sulfinamide and (R
(S))-N-[(1S,2R)-2-benzyloxy-1-(2,4,6-trimethylphenyl)propyl]-2-methylpropane-2-sulfinamide: two related protected 1,2-amino alcohols |
title_short | Crystal structures of (R
(S))-N-[(1R,2S)-2-benzyloxy-1-(2,6-dimethylphenyl)propyl]-2-methylpropane-2-sulfinamide and (R
(S))-N-[(1S,2R)-2-benzyloxy-1-(2,4,6-trimethylphenyl)propyl]-2-methylpropane-2-sulfinamide: two related protected 1,2-amino alcohols |
title_sort | crystal structures of (r
(s))-n-[(1r,2s)-2-benzyloxy-1-(2,6-dimethylphenyl)propyl]-2-methylpropane-2-sulfinamide and (r
(s))-n-[(1s,2r)-2-benzyloxy-1-(2,4,6-trimethylphenyl)propyl]-2-methylpropane-2-sulfinamide: two related protected 1,2-amino alcohols |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4257314/ https://www.ncbi.nlm.nih.gov/pubmed/25484747 http://dx.doi.org/10.1107/S1600536814022570 |
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