82589-76-2Relevant academic research and scientific papers
Metabolites of the Pyridylallylamine Zimelidine Syntheses via α,β-Unsaturated Aldehydes with Conservation of Stereochemistry
Hoegberg, Thomas,Lundstroem, Jan
, p. 85 - 90 (2007/10/02)
Some tentative metabolites and metabolic intermediates of (Z)-3-(4-bromophenyl)-N,N-dimethyl-3-(3-pyridyl)allylamine (1, zimelidine) were synthesized. (Z)-3-(4-Bromophenyl)-3-(3-pyridyl)-2-propenal (8) and its N-oxide (15) were used in syntheses of N-methyl-hydroxylamines (17, 18), the pyridyl N-oxide of zimelidine (16) and a nitrone (19).The nitrone was also formed by oxidation of the allylic carbon of the corresponding N-methylhydroxylamine 17 with silver oxide.The compounds were diastereomerically pure and shown to possess the Z-configuration by means of UV and 1H NMR.
