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Preparation of carbon‐14, tritium and deuterium labelled terodiline, and carbon‐14 and deuterium labelled emepronium bromide
Author(s) -
Werner Tom F.,
Olsson LarsInge
Publication year - 1987
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580240105
Subject(s) - chemistry , bromide , dimethylamine , deuterium , tritium , catalysis , medicinal chemistry , carbon 14 , homogeneous , organic chemistry , nuclear chemistry , physics , quantum mechanics , nuclear physics , thermodynamics
Selectively ring‐labelled terodilines (N‐ tert ‐butyl‐1‐methyl‐3,3‐diphenylpropylamine; 1 ) were prepared by homogeneous catalytic exchange of aromatic hydrogens for 3 H and 2 H. In addition, terodilines specifically labelled with 14 C, 3 H or 2 H were prepared from the appropriate 1‐methyl labelled 4,4‐diphenylbutan‐2‐ol, by treating the corresponding tosylates with tert ‐butylamine. Emepronium bromide (N‐ethyl‐N,N,1‐trimethyl‐3,3‐diphenylpropylammonium bromide; 2 ) specifically labelled with 14 C or 2 H were similarly prepared by treating the labelled tosylates with N‐ethylmethylamine or dimethylamine, followed by quaternization with methyl bromide or ethyl bromide, respectively.