3-N,N-Dimethylamino-3-deoxy lincomycin: a structure-based hybrid between lincomycin and the desosamine unit of

Stephen Hanessian1, Kiran Kumar Kothakonda

  • 1PO Box 6128, Department of Chemistry, University of Montreal, Montreal, QC, Canada H3C 3J7. stephen.hanessian@umontreal.ca

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Structure of Amines

The hybridized nitrogen atom in amines possesses a lone pair of electrons and is bound to three substituents with a bond angle of around 108°, which is less than the tetrahedral angle of 109.5°. However, the C–N–H bond angle is slightly larger at 112°, with a carbon–nitrogen bond length of 147 pm. This carbon–nitrogen bond length of of amines is longer than the carbon–oxygen bond of alcohols (143 pm) but shorter than alkanes’ carbon–carbon bond (154 pm). These aspects are illustrated in Figure...
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