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

The title racemic oxopyrrolidine compound, C<sub>13</sub>H<sub>17</sub>NO<sub>5</sub>, contains three stereogenic centres and crystallizes with two mol-ecules in the asymmetric unit. The five-membered pyrrolidine rings in both mol-ecules exhibit envelope conformations. The <i>N</i>-ethyl group of one of the mol-ecules is disordered over two sets of sites in a 0.836 (4):0.164 (4) ratio. In the crystal, both mol-ecules form inversion dimers through pairwise O-H⋯O hydrogen bonds, generating <i>R</i> <sup>2</sup> <sub>2</sub>(10) loops, which are linked into a three-dimensional network by weak C-H⋯O hydrogen bonds.

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IUCrData
Published
2024-11-19
DOI
https://doi.org/10.1107/s2414314624010885
Primary Topic
Crystal structures of chemical compounds
Type
article
Field-Weighted Citation Impact
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article

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

David B. Cordes, Aidan P. McKay, Mohd Fazli Mohammat, Mohd Abdul Fatah Abdul Manan et al.
IUCrData
Crystal structures of chemical compounds
article

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

David B. Cordes, Aidan P. McKay, Mohd Fazli Mohammat, Mohd Abdul Fatah Abdul Manan, Nor Habibah Mohd Rosli
article en

Abstract

The title racemic oxopyrrolidine compound, C<sub>13</sub>H<sub>17</sub>NO<sub>5</sub>, contains three stereogenic centres and crystallizes with two mol-ecules in the asymmetric unit. The five-membered pyrrolidine rings in both mol-ecules exhibit envelope conformations. The <i>N</i>-ethyl group of one of the mol-ecules is disordered over two sets of sites in a 0.836 (4):0.164 (4) ratio. In the crystal, both mol-ecules form inversion dimers through pairwise O-H⋯O hydrogen bonds, generating <i>R</i> <sup>2</sup> <sub>2</sub>(10) loops, which are linked into a three-dimensional network by weak C-H⋯O hydrogen bonds.

IUCrDataVol. 9(11)
Universiti Malaysia Pahang Al-Sultan Abdullah (MY), University of St Andrews (GB), Chemical Synthesis Lab (SG), Universiti Teknologi MARA (MY)
Universiti Teknologi MARA
Openalex Percentile: Top 84%
Crystal structures of chemical compounds
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Ethyl (2<i>RS</i>,3<i>SR</i>,4<i>RS</i>)-1-ethyl-2-(furan-2-yl)-4-hydroxy-5-oxopyrrolidine-3-carboxylate — David B. Cordes, Aidan P. McKay, et al. · IUCrData (2024) | TGRS Research Map | TGRS