467-16-3

Usage

Uses

Used in Pharmaceutical Industry:
(14Z)-14-(2-hydroxyethylidene)-2,3,10,12,13,13a-hexahydro-9H,11bH-1,12-ethanopyrido[1,2,3-lm]pyrrolo[2,3-d]carbazol-9-one is used as a potential pharmaceutical agent for its possible interactions with biological systems due to its complex structure and functional groups. Further research is required to determine its specific applications and efficacy in treating various conditions.

Upstream product

• 509-52-4 9,10-seco-strychnidin-10-oic acid 
• 155206-83-0 4-(2-{Methoxycarbonyl-[(E)-2-(2-methoxycarbonyl-ethyl)-buta-1,3-dienyl]-amino}-phenyl)-2,3-dihydro-pyrrole-1-carboxylic acid methyl ester 
• 113541-84-7 (Z)-4-Formyl-hex-4-enoic acid methyl ester 
• 467222-56-6 (3aR,11bS,12aS)-1-[(Z)-4-(tert-bityldimethylsilyloxy)-2-iodo-2-butenyl]-1,2,3,11a,11b,13a-hexahydro-9H-pyrido[1,2,3-lm]pyrrolo[2,3-d]carbazol-9-one 
• 464892-92-0 (3aR,11bS,13aS)-9-oxo-1,2,3,11b,13,13a-hexahydro-9H-pyrido[1,2,3-lm]pyrrolo[2,3-d]carbazole-1-carboxylic acid tert-butyl ester 
• 464892-89-5 phosphoric acid 2-(tert-butyl-dimethyl-silanyloxymethyl)-cyclohex-2-enyl ester diethyl ester 
• 350678-19-2 2-tert-butyldimethylsilanyloxymethyl-2-cyclohexenol 
• 467222-57-7 (-)-(21E)-8,11,12,13-tetradehydro-24-(tert-butyldimethylsilyl)-12,24-secostrychnidin-10-one 
• 464892-81-7 (3aS,6aS,11aR)-7-(3-bromoacryloyl)-1,2,3a,4,6a,7-hexahydropyrrolo[2,3-d]carbazole-3-carboxylic acid tert-butyl ester 
• 350678-15-8 (S)-N-(2-bromophenyl)-N-(2-hydroxymethyl-2-cyclohexenyl)-4-methylbenzenesulfonamide 
• 350678-16-9 (S)-N-[(2-bromomethyl)-2-cyclohexenyl]-N-(2-bromophenyl)-4-methylbenzenesulfonamide 

Downstream Products

• 57-24-9 strychnidin-10-one 

Relevant academic research and scientific papers

A novel and general synthetic pathway to strychnos indole alkaloids: Total syntheses of (-)-tubifoline, (-)-dehydrotubifoline, and (-)-strychnine using palladium-catalyzed asymmetric allylic substitution

A method of palladium-catalyzed asymmetric allylic substitution for synthesizing 2-substituted cyclohexenylamine derivatives was established. Treatment of a 2-silyloxymethylcyclohexenol derivative with ortho-bromo-N-tosylaniline in the presence of Pd2dba 3·CHCl3 and (S)-BINAPO in THF afforded a cyclohexenylamine derivative with 84% ee in 80% yield. The Heck reaction was carried out to produce an indolenine derivative in good yield. Using this method, we synthesized indolenine derivative 7, which was recrystallized from EtOH to give an optically pure compound. From this compound, tetracyclic ketone 13, which should be a useful intermediate for the synthesis of indole alkaloids, could be synthesized. The total syntheses of (-)-dehydrotubifoline, (-)-tubifoline, and (-)-strychnine were achieved from 13. All ring constructions for the syntheses of these natural products were achieved using a palladium catalyst.

Total synthesis of (-)-strychnine

The power of palladium catalysts is shown in a total synthesis of (-)-strychnine (A). The construction of all the rings of this challenging molecule relied on Pd0- or PdII-catalyzed reactions. The final step in this efficient synthes

A short, stereocontrolled synthesis of strychnine

Strychnine has been synthesized by a short, highly stereocontrolled route that involves the efficient transformation of commercially available 2-nitrophenylacetonitrile into isostrychnine, a known precursor to strychnine.