alkaloid, indole derivative, ochromianine, unclassified drug, article, circular dichroism, drug structure, drug synthesis, mass spectrometry, nuclear magnetic resonance
An alternative synthesis of 9,10-dimethoxydibenzo[a,f]quinolizidine (16) has been accomplished through a route including mercuric acetate-edetic acid oxidation of a benzene-fused piperidine. The route started with an initial condensation of ine (5) with 3,4-dimethoxyphenacyl bromide (6) and proceeded through the amino ketone (7), amino alcohol (8), lactam alcohol (9), N-substituted dihydrocarbostyril (10), and quaternary iminium salt (11 or 15).