62818-76-2

Upstream product

• 106982-93-8 (+)-papaveroxinoline 
• 136617-40-8 narcotinediol 7'-silyl ether 
• 136617-41-9 O-acetylnarcotinediol 7'-silyl ether 
• 106982-95-0 narcotinediol diacetate 

Downstream Products

• 65560-19-2 2-acetoxymethyl-3,4-dimethoxy-1-((S)-4-methoxy-6-methyl-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-5-ylmethyl)-benzene 
• 81694-25-9 2-<β-(N-Ethoxycarbonyl-N-methyl)-aminoethyl>-6-methoxy-4,5-methylendioxy-2'-(ethoxycarbonyloxymethyl)-3',4'-dimethoxy-stilben 

Relevant academic research and scientific papers

Conversion of (-)-α-Narcotine into (+)-Papaveroxinoline and (+)-Macrantaline

(-)-α-Narcotine (5), a phthalideisoquinoline alkaloid, is converted into two secoberbines: (+)-papaveroxinoline (3) and (+)-macrantaline (1).The reaction sequence involves reduction of 5 to the diol 6 followed by selective monoacetylation to (+)-3.Hydrogenolysis of the latter affords (+)-1.Key Words: Phthalideisoquinoline alkaloids / Narcotine / Secoberbines / Macrantaline / Papveroxinoline