(4R)-4-[(1R)-1,2-Dihydroxy­ethyl]-1-[(1R)-1-phenyl­ethyl]pyrrolidin-2-one

The title compound, C(14)H(19)NO(3), was obtained as one of the two isomers of a Sharpless asymmetric dihydroxy­lation reaction of (1S)-1-[(1R)-1-phenyl­ethyl]-4-vinyl­pyrrolidin-2-one. The absolute stereochemistry of this isomer was determined from the known stereochemistry (R) at the bridge C atom...

Descripción completa

Detalles Bibliográficos
Autores principales: Blaser, Adrian, Boyd, Peter D. W.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2960542/
https://www.ncbi.nlm.nih.gov/pubmed/21201822
http://dx.doi.org/10.1107/S1600536808027293
_version_ 1782188765013344256
author Blaser, Adrian
Boyd, Peter D. W.
author_facet Blaser, Adrian
Boyd, Peter D. W.
author_sort Blaser, Adrian
collection PubMed
description The title compound, C(14)H(19)NO(3), was obtained as one of the two isomers of a Sharpless asymmetric dihydroxy­lation reaction of (1S)-1-[(1R)-1-phenyl­ethyl]-4-vinyl­pyrrolidin-2-one. The absolute stereochemistry of this isomer was determined from the known stereochemistry (R) at the bridge C atom between the phenyl and pyrrolidine rings. The mol­ecules form one-dimensional tapes along the b axis via hydrogen bonding between the carbonyl O atom and the alcohol groups of neighbouring mol­ecules. These assemble into sheets via inter­digitative stacking of the phenyl rings and C—H⋯O inter­actions.
format Text
id pubmed-2960542
institution National Center for Biotechnology Information
language English
publishDate 2008
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-29605422010-12-30 (4R)-4-[(1R)-1,2-Dihydroxy­ethyl]-1-[(1R)-1-phenyl­ethyl]pyrrolidin-2-one Blaser, Adrian Boyd, Peter D. W. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(14)H(19)NO(3), was obtained as one of the two isomers of a Sharpless asymmetric dihydroxy­lation reaction of (1S)-1-[(1R)-1-phenyl­ethyl]-4-vinyl­pyrrolidin-2-one. The absolute stereochemistry of this isomer was determined from the known stereochemistry (R) at the bridge C atom between the phenyl and pyrrolidine rings. The mol­ecules form one-dimensional tapes along the b axis via hydrogen bonding between the carbonyl O atom and the alcohol groups of neighbouring mol­ecules. These assemble into sheets via inter­digitative stacking of the phenyl rings and C—H⋯O inter­actions. International Union of Crystallography 2008-08-30 /pmc/articles/PMC2960542/ /pubmed/21201822 http://dx.doi.org/10.1107/S1600536808027293 Text en © Blaser and Boyd 2008 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
Blaser, Adrian
Boyd, Peter D. W.
(4R)-4-[(1R)-1,2-Dihydroxy­ethyl]-1-[(1R)-1-phenyl­ethyl]pyrrolidin-2-one
title (4R)-4-[(1R)-1,2-Dihydroxy­ethyl]-1-[(1R)-1-phenyl­ethyl]pyrrolidin-2-one
title_full (4R)-4-[(1R)-1,2-Dihydroxy­ethyl]-1-[(1R)-1-phenyl­ethyl]pyrrolidin-2-one
title_fullStr (4R)-4-[(1R)-1,2-Dihydroxy­ethyl]-1-[(1R)-1-phenyl­ethyl]pyrrolidin-2-one
title_full_unstemmed (4R)-4-[(1R)-1,2-Dihydroxy­ethyl]-1-[(1R)-1-phenyl­ethyl]pyrrolidin-2-one
title_short (4R)-4-[(1R)-1,2-Dihydroxy­ethyl]-1-[(1R)-1-phenyl­ethyl]pyrrolidin-2-one
title_sort (4r)-4-[(1r)-1,2-dihydroxy­ethyl]-1-[(1r)-1-phenyl­ethyl]pyrrolidin-2-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2960542/
https://www.ncbi.nlm.nih.gov/pubmed/21201822
http://dx.doi.org/10.1107/S1600536808027293
work_keys_str_mv AT blaseradrian 4r41r12dihydroxyethyl11r1phenylethylpyrrolidin2one
AT boydpeterdw 4r41r12dihydroxyethyl11r1phenylethylpyrrolidin2one

Ejemplares similares