Cargando…

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...

Descripción completa

Detalles Bibliográficos
Autores principales: 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.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
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
_version_ 1782347725688274944
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
work_keys_str_mv AT carbonematthewr crystalstructuresofrsn1r2s2benzyloxy126dimethylphenylpropyl2methylpropane2sulfinamideandrsn1s2r2benzyloxy1246trimethylphenylpropyl2methylpropane2sulfinamidetworelatedprotected12aminoalcohols
AT centolagarricka crystalstructuresofrsn1r2s2benzyloxy126dimethylphenylpropyl2methylpropane2sulfinamideandrsn1s2r2benzyloxy1246trimethylphenylpropyl2methylpropane2sulfinamidetworelatedprotected12aminoalcohols
AT haasadam crystalstructuresofrsn1r2s2benzyloxy126dimethylphenylpropyl2methylpropane2sulfinamideandrsn1s2r2benzyloxy1246trimethylphenylpropyl2methylpropane2sulfinamidetworelatedprotected12aminoalcohols
AT mcclellandkevinp crystalstructuresofrsn1r2s2benzyloxy126dimethylphenylpropyl2methylpropane2sulfinamideandrsn1s2r2benzyloxy1246trimethylphenylpropyl2methylpropane2sulfinamidetworelatedprotected12aminoalcohols
AT moskowitzmichaeld crystalstructuresofrsn1r2s2benzyloxy126dimethylphenylpropyl2methylpropane2sulfinamideandrsn1s2r2benzyloxy1246trimethylphenylpropyl2methylpropane2sulfinamidetworelatedprotected12aminoalcohols
AT verderameangelom crystalstructuresofrsn1r2s2benzyloxy126dimethylphenylpropyl2methylpropane2sulfinamideandrsn1s2r2benzyloxy1246trimethylphenylpropyl2methylpropane2sulfinamidetworelatedprotected12aminoalcohols
AT olezeskimikaels crystalstructuresofrsn1r2s2benzyloxy126dimethylphenylpropyl2methylpropane2sulfinamideandrsn1s2r2benzyloxy1246trimethylphenylpropyl2methylpropane2sulfinamidetworelatedprotected12aminoalcohols
AT papalouisj crystalstructuresofrsn1r2s2benzyloxy126dimethylphenylpropyl2methylpropane2sulfinamideandrsn1s2r2benzyloxy1246trimethylphenylpropyl2methylpropane2sulfinamidetworelatedprotected12aminoalcohols
AT dornstephaniecm crystalstructuresofrsn1r2s2benzyloxy126dimethylphenylpropyl2methylpropane2sulfinamideandrsn1s2r2benzyloxy1246trimethylphenylpropyl2methylpropane2sulfinamidetworelatedprotected12aminoalcohols
AT brennesselwilliamw crystalstructuresofrsn1r2s2benzyloxy126dimethylphenylpropyl2methylpropane2sulfinamideandrsn1s2r2benzyloxy1246trimethylphenylpropyl2methylpropane2sulfinamidetworelatedprotected12aminoalcohols
AT weixdanielj crystalstructuresofrsn1r2s2benzyloxy126dimethylphenylpropyl2methylpropane2sulfinamideandrsn1s2r2benzyloxy1246trimethylphenylpropyl2methylpropane2sulfinamidetworelatedprotected12aminoalcohols