1421052-36-9

Upstream product

• 1421052-26-7 (3S,12bS)-3-((2S,3S)-5-(tert-butyldimethylsilyloxy)-3-methoxy-2-(4-methoxybenzyloxy)pentyl)-10-methoxy-12-tosyl-1,3,4,6,7,12b-hexahydroindolo[2,3-a]quinolizin-2(12H)-one 
• 1421052-24-5 (5S,6S)-8-(tert-butyldimethylsilyloxy)-6-methoxy-5-(4-methoxybenzyloxy)-3-methyleneoctan-2-one 
• 1421052-23-4 ((3S,4S)-6-bromo-3-methoxy-4-(4-methoxybenzyloxy)hept-6-enyloxy)(tert-butyl)dimethylsilane 
• 1421052-22-3 (4S,5S)-2-bromo-7-(tert-butyldimethylsilyloxy)-5-methoxyhept-1-en-4-ol 
• 1421052-20-1 (S)-(4-(benzyloxy)-3-methoxybutoxy)(tert-butyl)dimethylsilane 
• 1421052-35-8 N-tosyl 18-(4-methoxybenzyloxy)-methyl reserpate 
• 1421052-34-7 C₃₈H₄₂N₂O₈S 
• 1421052-33-6 C₃₈H₄₄N₂O₉S 
• 1421052-32-5 C₃₇H₄₂N₂O₈S 
• 1421052-31-4 (3S,4S)-3-methoxy-5-((3S,12bS)-10-methoxy-2-oxo-12-tosyl-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-3-yl)-4-(4-methoxybenzyloxy)pentanal 
• 1421052-30-3 (3S,12bS)-3-((2S,3S)-5-hydroxy-3-methoxy-2-(4-methoxybenzyloxy)pentyl)-10-methoxy-12-tosyl-1,3,4,6,7,12b-hexahydroindolo[2,3-a]quinolizin-2(12H)-one 

Relevant academic research and scientific papers

Enantioselective total synthesis of (+)-reserpine

A catalytic, enantioselective synthesis of (+)-reserpine is reported. The route features a highly diastereoselective, chiral catalyst-controlled formal aza-Diels-Alder reaction between a 6-methoxytryptamine-derived dihydro-β-carboline and an enantioenriched α-substituted enone to form a key tetracyclic intermediate. This approach addresses the challenge of setting the C3 stereogenic center by using catalyst control. Elaboration of the tetracycle to (+)-reserpine includes an intramolecular aldol cyclization and a highly diastereoselective hydrogenation of a sterically hindered enoate.