Received 5 December 2012
The title compound, C12H18O6, is in the usual chair conformation with the two ester functions in a 1,3-trans orientation. With a value of 1.439 (2) Å, the pseudo-axial C-O bond of the 1,3-dioxolane ring is slightly longer than the corresponding equatorial C-O bond of 1.424 (3) Å. The O-C-O angle of the dioxolane ring is 106.25 (17)°.
The starting material (1R,3S)-dimethyl 2-oxocyclohexane-1,3-dicarboxylate was prepared following a known procedure (Blicke & McCarty, 1959). Alternative methods for the synthesis of this coumpound include alkylation of cyclohexanone (Balasubrahmanyam & Balasubramanian, 1969; Beckman & Munshi, 2011). Synthesis and characterization of a related 1,3-trans-dicarboxylate cyclohexanone has been reported (Scaric & Turjak-Cebic, 1982). The acetal formation follows standard procedures (Wuts & Greene, 2007).
Data collection: CrysAlis PRO (Agilent, 2011); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: CrystalMaker (CrystalMaker, 2011); software used to prepare material for publication: SHELXL97.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: DS2225 ).
Lund University, the Swedish Research Council, the Knut and Alice Wallenberg Foundation and the Royal Physiographic Society in Lund are gratefully acknowledged for financial support.
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