Journal of Chemical Crystallography

, Volume 44, Issue 1, pp 30–35 | Cite as

Synthesis and Crystal Structures of (RS,RS,RS)- and (1RS,2RS,3SR)-3-(N-Methylamino)cyclohexane-1,2-diol

  • Stephen G. Davies
  • David S. Hewings
  • Wataru Kurosawa
  • James A. Lee
  • Paul M. Roberts
  • Amber L. Thompson
  • James E. Thomson
Original Paper

Abstract

3-(N-Methylamino)cyclohexane-1,2-diols (RS,RS,RS)-25 and (1RS,2RS,3SR)-26 were synthesised and their crystal structures were studied by X-ray diffraction. Compound 25 co-crystallizes with chloroform in the orthorhombic space group Pna21 with cell parameters of a = 11.8550(2) Å, b = 19.8293(4) Å, c = 10.6163(2) Å, V = 2495.64(8) Å3 and Z = 8. Compound 26 crystallizes in the triclinic space group P–1 with cell parameters of a = 13.1019(3) Å, b = 15.0122(3) Å, c = 18.5562(5) Å, α = 95.3082(8)°, β = 90.3738(10)°, γ = 115.2775(9)°, V = 3281.87(14) Å3 and Z = 16. Both structures were characterised by arrays of hydrogen bonding interactions.

Graphical Abstract

(RS,RS,RS)-3-(N-Methylamino)cyclohexane-1,2-diol and (1RS,2RS,3SR)-3-(N-Methylamino)cyclohexane-1,2-diol were synthesised and their structures were studied by X-ray diffraction.

Keywords

Amino diol Hydrogen bonding Chemoselective Diastereoselective Dihydroxylation 

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Copyright information

© Springer Science+Business Media New York 2013

Authors and Affiliations

  • Stephen G. Davies
    • 1
  • David S. Hewings
    • 1
  • Wataru Kurosawa
    • 1
  • James A. Lee
    • 1
  • Paul M. Roberts
    • 1
  • Amber L. Thompson
    • 1
  • James E. Thomson
    • 1
  1. 1.Chemistry Research Laboratory, Department of ChemistryUniversity of OxfordOxfordUK

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