(1S,2R,4S)-1-[(Benzyl­amino)­meth­yl]-4-(prop-1-en-2-yl)cyclo­hexane-1,2-diol

The title compound, C(17)H(25)NO(2), 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(CF(3)CO(2))(2)] as catalyst under solvent-free condition at 313 K. The mol­ecula...

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Detalles Bibliográficos
Autores principales: Outouch, Rachid, Boualy, Brahim, Ali, Mustapha Ait, Firdoussi, Larbi El, Rizzoli, Corrado
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3050382/
https://www.ncbi.nlm.nih.gov/pubmed/21522697
http://dx.doi.org/10.1107/S1600536810052323
Descripción
Sumario:The title compound, C(17)H(25)NO(2), 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(CF(3)CO(2))(2)] as catalyst under solvent-free condition at 313 K. The mol­ecular conformation is stabilized by an intra­molecular O—H⋯N hydrogen bond. In the crystal, mol­ecules are linked by inter­molecular N—H⋯O hydrogen bonds, forming chains parallel to the a axis, which are further connected by O—H⋯O hydrogen bonds into sheets parallel to (010). The absolute configuration of the mol­ecule is known from the synthetic procedure.

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