The title compound, C17H25NO2, was synthesized by epoxidation of the double bond of (S)-perillyl alcohol [(S)-4-isopropenyl-1-cyclohexenylmethanol], followed by the oxirane ring-opening by benzylamine using [Ca(CF3CO2)(2)] as catalyst under solvent-free condition at 313 K. The molecular conformation is stabilized by an intramolecular O-H center dot center dot center dot N hydrogen bond. In the crystal, molecules are linked by intermolecular N-H center dot center dot center dot O hydrogen bonds, forming chains parallel to the a axis, which are further connected by O-H center dot center dot center dot O hydrogen bonds into sheets parallel to (010). The absolute configuration of the molecule is known from the synthetic procedure.
(1S,2R,4S)-1-[(Benzylamino)methyl]-4-(prop-1-en-2-yl)cyclohexane-1,2-diol / R., Outouch; B., Boualy; M. A., Ali; L., El Firdoussi; Rizzoli, Corrado. - In: ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE. - ISSN 1600-5368. - E67:(2011), pp. o195-o196. [10.1107/S1600536810052323]
(1S,2R,4S)-1-[(Benzylamino)methyl]-4-(prop-1-en-2-yl)cyclohexane-1,2-diol
RIZZOLI, Corrado
2011-01-01
Abstract
The title compound, C17H25NO2, was synthesized by epoxidation of the double bond of (S)-perillyl alcohol [(S)-4-isopropenyl-1-cyclohexenylmethanol], followed by the oxirane ring-opening by benzylamine using [Ca(CF3CO2)(2)] as catalyst under solvent-free condition at 313 K. The molecular conformation is stabilized by an intramolecular O-H center dot center dot center dot N hydrogen bond. In the crystal, molecules are linked by intermolecular N-H center dot center dot center dot O hydrogen bonds, forming chains parallel to the a axis, which are further connected by O-H center dot center dot center dot O hydrogen bonds into sheets parallel to (010). The absolute configuration of the molecule is known from the synthetic procedure.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.