Crystal structure of tebipenem pivoxil

The mol­ecular structure of the first orally active carbapenem anti­bacterial agent, tebipenem pivoxil (systematic name: (2,2-di­methyl­propano­yloxy)methyl (4R,5S,6S)-3-{[1-(4,5-di­hydro-1,3-thia­zol-2-yl)azetidin-3-yl]sulfanyl}-6-[(1R)-1-hy­droxy­eth­yl]-4-methyl-7-oxo-1-aza­bicyclo­[3.2.0]hept-2-ene-2-carboxyl­ate), C22H31N3O6S2, has been determined and the configurations of the four chiral centers validated. The title compound crystallizes in the triclinic space group P1 with one mol­ecule in the unit cell. Three out of the four rings adopt planar conformations while the thia­zolinyl ring adopts an enveloped conformation. In the crystal, O—H⋯N hydrogen bonds link the mol­ecules into chains along [1\overline{1}0].