rac-Ethyl rel-(2 R,3 R,4 S)-4-hy-droxy-1,2-dimethyl-5-oxopyrrolidine-3-carboxyl-ate

Fatin Nur Ain Abdul Rashid; Muhamad Zulfaqar Bacho; Muhamad Azwan Hamali; Alexandra M Z Slawin; Mohd Fazli Mohammat; Ruwaida Shamsujunaidi; Mohd Abdul Fatah Abdul Manan

doi:10.1107/S2414314623000755

rac-Ethyl rel-(2 R,3 R,4 S)-4-hy-droxy-1,2-dimethyl-5-oxopyrrolidine-3-carboxyl-ate

IUCrdata. 2023 Feb 9;8(Pt 2):x230075. doi: 10.1107/S2414314623000755. eCollection 2023 Feb.

Authors

Fatin Nur Ain Abdul Rashid¹, Muhamad Zulfaqar Bacho¹, Muhamad Azwan Hamali², Alexandra M Z Slawin³, Mohd Fazli Mohammat¹, Ruwaida Shamsujunaidi², Mohd Abdul Fatah Abdul Manan²

Affiliations

¹ Organic Synthesis Research Laboratory, Institute of Science, Universiti Teknologi MARA, 42300 Bandar Puncak Alam, Selangor, Malaysia.
² Faculty of Applied Sciences, Universiti Teknologi MARA, 40450 Shah Alam, Selangor, Malaysia.
³ EaStCHEM School of Chemistry, University of St Andrews, North Haugh, St Andrews, KY16 9ST, United Kingdom.

Abstract

The asymmetric unit of the title compound, C₉H₁₅NO₄, consists of a functionalized pyrrolidine ring having an envelope conformation, synthesized as an ethyl ester. The mol-ecule has three chiral centres and crystallized as a racemic mixture. In the crystal, mol-ecules are linked by pairwise O-H⋯O bonds, generating dimers with twofold rotational symmetry.

Keywords: crystal structure; hydrogen bonds; oxopyrrolidine; ring conformation.

Grants and funding

The authors thank Universiti Teknologi MARA and the Malaysian Government (MOHE) for financial support [grant No. 600-RMC/SRC/5/3 (043/2020)].