1027559-83-6Relevant academic research and scientific papers
METHODS OF SYNTHESIZING ANATABINE
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Page/Page column 5, (2011/10/12)
Anatabine is obtained by reacting benzophenoneimine with 3-aminomethyl pyridine to form benzylhydrylidene-pyridin-3-yl-methyl-amine. The benzylhydrylidene-pyridin-3-yl-methyl-amine is treated with a non-nucleophilic base and a dielectrophile, such as cis-1,4-dichloro-2-butene, followed by acidification, then basification, to provide anatabine. The resulting anatabine is substantially free from contaminants and displays good stability. In an alternative embodiment, the benzylhydrylidene-pyridin-3-yl-methyl-amine may be used in the synthesis of other alkaloids such as anabasine, nornicotine, N-methylanabasine, and anabaseine.
Regioselective alkylation of N-(diphenylmethylidine)-3-(aminomethyl)pyridine: A simple route to minor tobacco alkaloids and related compounds
Deo, Niranjan M.,Crooks, Peter A.
, p. 1137 - 1140 (2007/10/03)
A simple synthetic route to minor tobacco alkaloids and related compounds is described involving regioselective alkylation of N-(diphenylmethylidine)-3-(aminomethyl)pyridme with a suitable dielectrophile.
