74059-28-2Relevant academic research and scientific papers
Studies on the Synthesis of Heterocyclic Compounds. Part 875. The Total Stereoselective Retro Mass Spectral Synthesis of (+/-)-Emetine
Kametani, Tetsuji,Surgenor, Samuel A.,Fukumoto, Keiichiro
, p. 920 - 925 (1981)
Addition of 3,4-dihydro-6,7-dimethoxy-1-methylisoquinoline (5) to 3-methoxycarbonyl-1,6,7,11b-tetrahydro-9,10-dimethoxybenzoquinolizin-4-one (4) produced 2--3-methoxycarbonyl-1,2,3,6,7,11b-hexahydro-9,10
THE TOTAL STEREOSELECTIVE RETRO MASS SPECTRAL SYNTHESIS OF (+/-)-EMETINE
Kametani, Tetsuji,Surgenor, Samuel A.,Fukumoto, Keiichiro
, p. 303 - 310 (2007/10/02)
A new route to (+/-)-emetine (18) via the Michael addition product (4A) is described.Addition of 3,4-dihydro-6,7-dimethoxy-1-methylisoquinoline (3) to the α,β-unsaturated ester (2) afforded 2-(3',4'-dihydro-6',7'-dimethoxy-1'-isoquinolinylmethyl)-3-methoxycarbonyl-1,2,3,6,7,11b-hexahydro-9,10-dimethoxybenzoquinolizin-4-one (4A) which was converted to (+/-)-emetine in 6 steps.
