• Title of article

    Crystal structure of (+)-methyl (E)-3-[(2S,4S,5R)-2-amino-5-hy­dr­oxy­meth­yl-2-tri­chloro­methyl-1,3-dioxolan-4-yl]-2-methyl­prop-2-enoate

  • Author/Authors

    Oishi, Takeshi School of Medicine, Keio University, Japan , Yasushima, Daichi Department of Applied Chemistry - Faculty of Science and Technology - Keio University, Japan , Yuasa, Kihiro Department of Applied Chemistry - Faculty of Science and Technology - Keio University, Japan , Chida , Noritaka Department of Applied Chemistry - Faculty of Science and Technology - Keio University, Japan

  • Pages
    10
  • From page
    1
  • To page
    10
  • Abstract
    In the title compound, C10H14Cl3NO5, the five-membered dioxolane ring adopts an envelope conformation. The C atom at the flap, which is bonded to the hy­droxy­methyl substituent, deviates from the mean plane of other ring atoms by 0.357 (5) Å. There are two intra­molecular hydrogen bonds (O—H⋯N and N—H⋯O) between the hy­droxy and amino groups, so that O- and N-bound H atoms involved in these hydrogen bonds are each disordered with equal occupancies of 0.50. The methyl 2-methyl­prop-2-enoate substituent also shows a disordered structure over two sets of sites with refined occupancies of 0.482 (5) and 0.518 (5). In the crystal, mol­ecules are connected into a dimer by an O—H⋯O hydrogen bond. The dimers are further linked by N—H⋯O, C—H⋯N and C—H⋯O inter­actions, extending a sheet structure parallel to (-101).
  • Keywords
    disorder , crystal structure , amino group , hy­droxy group , hydrogen bonding , dioxolane , ortho­amide ding
  • Journal title
    Acta Crystallographica Section E: Crystallographic Communications
  • Serial Year
    2016
  • Record number

    2617385