88200-01-5

Upstream product

• 72744-56-0 5-bromobenzo[d][1,3]dioxole-4-carboxylic acid 
• 1337985-35-9 (+)-10b,11,12-trihydroxy-5-methyl-2,3:7,8-bis(methylenedioxy)-4b,10b,11,12-tetrahydrobenzo[c]phenanthridin-6(5H)-one 
• 1337985-48-4 (+)-12-(3-chlorobenzoyloxy)-11-hydroxy-5-methyl-2,3:7,8-bis(methylenedioxy)-10b-triethylsilyloxy-4b,5,6,10b,11,12-hexahydrobenzo[c]phenanthridin-6(5H)-one 
• 1337985-46-2 (+)-5-methyl-2,3:7,8-bis(methylenedioxy)-10b-triethylsilyloxy-4b,10b-dihydrobenzo[c]phenanthridin-6(5H)-one 
• 1337985-44-0 (+)-5-methyl-2,3:7,8-bis(methylenedioxy)-10b-triethylsilyloxy-4b,10b,11,12-tetrahydrobenzo[c]phenanthridin-6(5H)-one 
• 1337985-23-5 (+)-4b,10b-dihydroxy-5-methyl-2,3:7,8-bis(methylenedioxy)-4b,10b,11,12-tetrahydrobenzo[c]phenanthridin-6(5H)-one 
• 1337985-34-8 (+)-11,12-isopropylidenedioxy-5-methyl-2,3:7,8-bis(methylenedioxy)-11,12-dihydrobenzo[c]phenanthridin-6(5H)-one 
• 1337985-19-9 5-methyl-2,3:7,8-bis(methylenedioxy)-11,12-dihydrobenzo[c]phenanthridin-6(5H)-one 
• 1337985-22-4 2,3:7,8-bis(methylenedioxy)-11,12-dihydrobenzo[d]naphtho[1,2-b]pyran-6(5H)-one 
• 1337985-38-2 (-)-11,12-isopropylidenedioxy-5-methyl-2,3:7,8-bis(methylenedioxy)-4b,5,6,10b,11,12-hexahydrobenzo[c]phenanthridine 
• 1337985-21-3 tert-butyl 6-bromo-2,3-methylenedioxybenzoate 
• 6901-00-4 (-)-11R,13S,14R-norchelidonine 
• 50-00-0 formaldehyd 
• 88177-07-5 (-)-isodidehydronorchelidonine 

Downstream Products

• 69735-28-0 (+)-luguine 

Relevant academic research and scientific papers

Enantioselective synthesis of chelidonine, a B/C-cis-11- hydroxyhexahydrobenzo[c]phenanthridine alkaloid

Both enantiomers of chelidonine, a B/C-cis-11-hydroxyhexahydrobenzo[c] phenanthridine alkaloid, were synthesized by manipulation of the B/C-dehydro ring juncture of benzo[c]phenanthridine skeleton using Sharpless asymmetric dihydroxylation and stereospecific catalytic hydrogenation after introduction of oxygen functions on the C ring as key reaction steps for the construction of stereogenic centers.

(-)-DEHYDRONORCHELIDONINE AND (-)-ISODIDEHYDROCHELIDONINE, TWO PROBABLE BIOGENETIC PRECURSORS IN THE BENZOPHENANTHRIDINE SERIES OF ISOQUINOLINE ALKALOIDS

The preparation of the title compounds 2 and 5 is described.Their probable biogenetic role is suggested on the basis of chemical evidence obtained by oxidation studies with a one electron oxidant.