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Synthesis of stable isotope labeled norepinephrine
Author(s) -
Murphy H. C.
Publication year - 1975
Publication title -
journal of labelled compounds
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0022-2135
DOI - 10.1002/jlcr.2590110306
Subject(s) - moiety , chemistry , deuterium , norepinephrine , alkyl , cleavage (geology) , isotope , kinetic isotope effect , medicinal chemistry , stereochemistry , organic chemistry , dopamine , materials science , biology , physics , quantum mechanics , neuroscience , fracture (geology) , composite material
Racemic norepinephrine was synthesized with three deuterium atoms on the alkyl chain. The deuteration was accomplished by D/H exchange on the intermediate, dibenzylaminodihydroxyacetophenone, followed by reduction of the keto moiety and cleavage of the benzyl‐protecting groups with deuterium gas. Noradrenalone was also shown to be a possible intermediate for the incorporation of 18 0 into norepinephrine.