A conformational study on some catecholamine derivatives

Abstract

The syntheses of the optical isomers of O3,O4-dimethyl-noradrenaline, O3,O4-dimethyl-β-methyI-dopamine, O3,O4-dimethyl-β-methoxy-dopamine as well as their N-methylated analogues are described.ord andnmr measurements of these compounds are performed in acidic and alkaline solutions. It is concluded that the conformation of the side chain of the catecholamine derivatives is only influenced by the charge-charge interaction between the protonated amino group and the electronegativeβ-oxygen atom. Internal hydrogen bonding is excluded as a factor influencing the conformational equilibrium of the side chain. (Pharm. Weekblad Sci. Ed. 2, 106–111)

DOI: 10.1007/BF02273267

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Cite this paper

@article{Brussee2005ACS, title={A conformational study on some catecholamine derivatives}, author={Johannes Brussee and Cornelis Erkelens and Andrew C. Jansen and K. W. Gerritsma}, journal={Pharmaceutisch Weekblad}, year={2005}, volume={2}, pages={1110-1115} }