Ethyl (2RS,3SR,4RS)-1-ethyl-2-(furan-2-yl)-4-hydroxy-5-oxopyrrolidine-3-carboxylate

The title racemic oxopyrrolidine compound, C13H17NO5, contains three stereogenic centres and crystallizes with two molecules in the asymmetric unit. The five-membered pyrrolidine rings in both molecules exhibit envelope conformations. The N-ethyl group of one of the molecules is disordered over two...

Full description

Saved in:
Bibliographic Details
Main Authors: Nor Habibah Mohd Rosli, Mohd Fazli Mohammat, Mohd Abdul Fatah Abdul Manan, David B. Cordes, Aidan P. McKay
Format: Article
Language:English
Published: International Union of Crystallography 2024-11-01
Series:IUCrData
Subjects:
Online Access:https://journals.iucr.org/paper?S2414314624010885
Tags: Add Tag
No Tags, Be the first to tag this record!
_version_ 1850176897285095424
author Nor Habibah Mohd Rosli
Mohd Fazli Mohammat
Mohd Abdul Fatah Abdul Manan
David B. Cordes
Aidan P. McKay
author_facet Nor Habibah Mohd Rosli
Mohd Fazli Mohammat
Mohd Abdul Fatah Abdul Manan
David B. Cordes
Aidan P. McKay
author_sort Nor Habibah Mohd Rosli
collection DOAJ
description The title racemic oxopyrrolidine compound, C13H17NO5, contains three stereogenic centres and crystallizes with two molecules in the asymmetric unit. The five-membered pyrrolidine rings in both molecules exhibit envelope conformations. The N-ethyl group of one of the molecules is disordered over two sets of sites in a 0.836 (4):0.164 (4) ratio. In the crystal, both molecules form inversion dimers through pairwise O—H...O hydrogen bonds, generating R22(10) loops, which are linked into a three-dimensional network by weak C—H...O hydrogen bonds.
format Article
id doaj-art-0e8491de1d784a0fb3734555bcd6ee77
institution OA Journals
issn 2414-3146
language English
publishDate 2024-11-01
publisher International Union of Crystallography
record_format Article
series IUCrData
spelling doaj-art-0e8491de1d784a0fb3734555bcd6ee772025-08-20T02:19:08ZengInternational Union of CrystallographyIUCrData2414-31462024-11-01911x24108810.1107/S2414314624010885hb4491Ethyl (2RS,3SR,4RS)-1-ethyl-2-(furan-2-yl)-4-hydroxy-5-oxopyrrolidine-3-carboxylateNor Habibah Mohd Rosli0Mohd Fazli Mohammat1Mohd Abdul Fatah Abdul Manan2David B. Cordes3Aidan P. McKay4Faculty of Applied Sciences, Universiti Teknologi MARA (UiTM) Pahang, Jengka Campus 26400, Bandar Tun Abdul Razak Jengka, Pahang, MalaysiaCentre of Chemical Synthesis & Polymer Technology, Institute of Science, Universiti Teknologi MARA Puncak Alam, 42300 Puncak Alam, Selangor, MalaysiaFaculty of Applied Sciences, Universiti Teknologi MARA, 40450 Shah Alam, Selangor, MalaysiaEaStCHEM School of Chemistry, University of St Andrews, St Andrews, Fife KY16 9ST, United KingdomEaStCHEM School of Chemistry, University of St Andrews, St Andrews, Fife KY16 9ST, United KingdomThe title racemic oxopyrrolidine compound, C13H17NO5, contains three stereogenic centres and crystallizes with two molecules in the asymmetric unit. The five-membered pyrrolidine rings in both molecules exhibit envelope conformations. The N-ethyl group of one of the molecules is disordered over two sets of sites in a 0.836 (4):0.164 (4) ratio. In the crystal, both molecules form inversion dimers through pairwise O—H...O hydrogen bonds, generating R22(10) loops, which are linked into a three-dimensional network by weak C—H...O hydrogen bonds.https://journals.iucr.org/paper?S2414314624010885crystal structureoxopyrrolidineracemicenvelope conformationhydrogen bonds
spellingShingle Nor Habibah Mohd Rosli
Mohd Fazli Mohammat
Mohd Abdul Fatah Abdul Manan
David B. Cordes
Aidan P. McKay
Ethyl (2RS,3SR,4RS)-1-ethyl-2-(furan-2-yl)-4-hydroxy-5-oxopyrrolidine-3-carboxylate
IUCrData
crystal structure
oxopyrrolidine
racemic
envelope conformation
hydrogen bonds
title Ethyl (2RS,3SR,4RS)-1-ethyl-2-(furan-2-yl)-4-hydroxy-5-oxopyrrolidine-3-carboxylate
title_full Ethyl (2RS,3SR,4RS)-1-ethyl-2-(furan-2-yl)-4-hydroxy-5-oxopyrrolidine-3-carboxylate
title_fullStr Ethyl (2RS,3SR,4RS)-1-ethyl-2-(furan-2-yl)-4-hydroxy-5-oxopyrrolidine-3-carboxylate
title_full_unstemmed Ethyl (2RS,3SR,4RS)-1-ethyl-2-(furan-2-yl)-4-hydroxy-5-oxopyrrolidine-3-carboxylate
title_short Ethyl (2RS,3SR,4RS)-1-ethyl-2-(furan-2-yl)-4-hydroxy-5-oxopyrrolidine-3-carboxylate
title_sort ethyl 2rs 3sr 4rs 1 ethyl 2 furan 2 yl 4 hydroxy 5 oxopyrrolidine 3 carboxylate
topic crystal structure
oxopyrrolidine
racemic
envelope conformation
hydrogen bonds
url https://journals.iucr.org/paper?S2414314624010885
work_keys_str_mv AT norhabibahmohdrosli ethyl2rs3sr4rs1ethyl2furan2yl4hydroxy5oxopyrrolidine3carboxylate
AT mohdfazlimohammat ethyl2rs3sr4rs1ethyl2furan2yl4hydroxy5oxopyrrolidine3carboxylate
AT mohdabdulfatahabdulmanan ethyl2rs3sr4rs1ethyl2furan2yl4hydroxy5oxopyrrolidine3carboxylate
AT davidbcordes ethyl2rs3sr4rs1ethyl2furan2yl4hydroxy5oxopyrrolidine3carboxylate
AT aidanpmckay ethyl2rs3sr4rs1ethyl2furan2yl4hydroxy5oxopyrrolidine3carboxylate