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

IUCrData Pub Date : 2024-11-01 DOI:10.1107/S2414314624010885

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

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Abstract

The crystal structure of a pyrrolidine analogue obtained from the stereoselective reduction of the enolic form of 4-hydroxy-2-furyl-pyrrolecarboxylate is described.

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.

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乙(老2 rs, 3、4 rs) 1-ethyl-2——4-hy-droxy-5-oxopyrrolidine-3-carboxyl-ate (furan-2-yl)。

标题为外消旋的氧吡咯烷化合物C13H17NO5，包含三个立体中心，并在不对称单元中与两个分子结晶。两种分子中的五元吡咯烷环均呈现包络构象。其中一个分子的n -乙基以0.836(4):0.164(4)的比例在两组位点上无序。在晶体中，两种分子通过成对的O- h⋯O氢键形成倒置二聚体，产生r22（10）环，这些环通过弱的C-H⋯O氢键连接成三维网络。

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