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cis-Perhydro-1,3-dimethyl-4,5(epoxyethanoxy)purine-2,6,8-trione

The title compound, C9H12N4O5, adopts a distinct ring-twisted conformation defined by nearly orthogonal bridgehead torsion angles [C16-C15-C14-N19 -90.1 (2) and C26-C25-C24-N29 -87.8 (2)degrees]. The antiperiplanar array [C17-O14-C14-N19-158.0(2) and C27-O24-C24-N29 -158.3 (2)degrees] does not allow stereoelectronically controlled ring-opening at the C4-N9 bond.

oxidative transformations; purine; uric acid; covalent adducts; ethers; stereoelectronic control; uricolysis; dioxatetraaza[4.4.3]propellanes

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