Received 22 March 2013
aDepartment of Pharmaceutical Sciences, School of Pharmacy, University of Maryland, Baltimore, MD 21201, USA,bCenter for Biomedical Engineering and Technology, School of Medicine, University of Maryland, Baltimore, MD 21201, USA,cDepartment of Chemistry and Biochemistry, University of Maryland, College Park, MD 20742, USA, and dDepartment of Physiology, School of Medicine, University of Maryland, Baltimore, MD 21201, USA
Correspondence e-mail: firstname.lastname@example.org
The title compound, C17H29NO4, contains a chiral center and crystallizes as a racemate. The asymmetric unit consists of two non-equivalent molecules, in which the carbethoxy groups have markedly different orientations [C(=O)CC(OEt)=O torsion angles = 59.3 (2) and 156.0 (2)°]. In the crystal, molecules form chains along  through N-HO hydrogen bonds.
The title compound resulted from an attempt to devise a more efficient synthesis of diethyl 2,5,-di(tert-butyl)-1-hydroxypyrrole-3,4-dicarboxylate, a precursor to an aromatic nitroxide (Ramasseul & Rassat, 1970). For related synthetic procedures, see also: Riplinger et al. (2009); Travis et al. (2003).
Data collection: APEX2 (Bruker, 2010); cell refinement: APEX2 and SAINT (Bruker, 2010); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2012 (Sheldrick, 2008); molecular graphics: XSHELL (Bruker, 2010) and Mercury (Macrae et al., 2008); software used to prepare material for publication: publCIF (Westrip, 2010).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: LD2098 ).
This work was supported in part by grants GM056481 (JPYK) and EB2034 (GMR) from the US National Institutes of Health.
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