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Synthesis of 15 N labelledl alkaloids: Coniine− 15 N and nicotine‐1′− 15 N
Author(s) -
Leete E.,
Isaacson H. V.,
Durst H. D.
Publication year - 1971
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.2590070317
Subject(s) - reductive amination , sodium cyanoborohydride , chemistry , formic acid , nornicotine , formaldehyde , amination , alkaloid , bromide , nicotine , medicinal chemistry , stereochemistry , organic chemistry , neuroscience , catalysis , biology
Coniine− 15 N was obtained by the reductive amination of 5‐oxcoctanal using sodium cyanoborohydride and ammonium− 15 N bromide. Nornicotine‐l'− 15 N resulted from a similar reductive amination of 4‐oxo‐4‐(3′‐pyridyl)butanal. Methylation with formaldehyde and formic acid afforded nicotine‐l'− 15 N.