title: Synthesis of dibenzylamino-1-methylcyclohexanol and dibenzylamino-1-trifluoromethylcyclohexanol isomers.
abstract: The isomers of dibenzylamino-1-methylcyclohexan-1-ol and dibenzylamino-1-trifluoromethylcyclohexan-1-ol have been prepared. The stereochemistry of these compounds was unequivocally assigned through a combination of NMR spectroscopy and single crystal X-ray analysis. The cis-isomer of 3-N,N-dibenzylamino-1-trifluoromethylcyclohexanol and its derivatives display an unusual conformational behaviour in both solution-phase and the solid-state, where the amino group usually adopts an axial conformation.
authors.affiliation: WestCHEM, Department of Pure and Applied Chemistry, Thomas Graham Building, University of Strathclyde, 295 Cathedral Street, Glasgow, G1 1XL, UK. Nicholas.Tomkinson@strath.ac.uk.
authors.forename: D Heulyn
authors.initials: DH
authors.lastname: Jones
authors.affiliation: WestCHEM, Department of Pure and Applied Chemistry, Thomas Graham Building, University of Strathclyde, 295 Cathedral Street, Glasgow, G1 1XL, UK. Nicholas.Tomkinson@strath.ac.uk.
authors.forename: Stefano
authors.initials: S
authors.lastname: Bresciani
authors.affiliation: WestCHEM, Department of Pure and Applied Chemistry, Thomas Graham Building, University of Strathclyde, 295 Cathedral Street, Glasgow, G1 1XL, UK. Nicholas.Tomkinson@strath.ac.uk.
authors.forename: James P
authors.initials: JP
authors.lastname: Tellam
authors.affiliation: WestCHEM, Department of Pure and Applied Chemistry, Thomas Graham Building, University of Strathclyde, 295 Cathedral Street, Glasgow, G1 1XL, UK. Nicholas.Tomkinson@strath.ac.uk.
authors.forename: Justyna
authors.initials: J
authors.lastname: Wojno
authors.affiliation: Molecular Discovery Research, GlaxoSmithKline, Medicines Research Centre, Hertfordshire, SG1 2NY, UK.
authors.forename: Anthony W J
authors.initials: AW
authors.lastname: Cooper
authors.affiliation: WestCHEM, Department of Pure and Applied Chemistry, Thomas Graham Building, University of Strathclyde, 295 Cathedral Street, Glasgow, G1 1XL, UK. Nicholas.Tomkinson@strath.ac.uk.
authors.forename: Alan R
authors.initials: AR
authors.lastname: Kennedy
authors.affiliation: WestCHEM, Department of Pure and Applied Chemistry, Thomas Graham Building, University of Strathclyde, 295 Cathedral Street, Glasgow, G1 1XL, UK. Nicholas.Tomkinson@strath.ac.uk.
authors.forename: Nicholas C O
authors.initials: NC
authors.lastname: Tomkinson
mesh_terms: D001596:Benzylamines / Q000138:chemical synthesis* / Q000737:chemistry; D018360:Crystallography, X-Ray; D003511:Cyclohexanols / Q000138:chemical synthesis* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D008968:Molecular Conformation; D013237:Stereoisomerism
chemical_list: D001596:Benzylamines; D003511:Cyclohexanols; C000610683:dibenzylamino-1-methylcyclohexanol; C000610684:dibenzylamino-1-trifluoromethylcyclohexanol