15889-91-5

Upstream product

• 542-28-9 3,4,5,6-tetrahydro-2H-pyran-2-one 
• 120-20-7 2-(3,4-dimethoxyphenyl)-ethylamine 
• 108-55-4 glutaric anhydride, 
• 74059-27-1 N-<2-(3,4-dimethoxyphenyl)ethyl>glutarimide 
• 29686-12-2 5-pentanolide 

Downstream Products

• 910564-45-3 9,10-dimethoxy-3-phenylselanyl-1,2,3,6,7,11b-hexahydro-pyrido[2,1-a]isoquinolin-4-one 
• 910564-44-2 N-[2-(3,4-dimethoxyphenyl)ethyl]-5-oxopentanamide 

Relevant academic research and scientific papers

Enantioselective synthesis of some tetrahydroisoquinoline and tetrahydro-β-carboline alkaloids

Four alkaloids: (R)-(+)-cryspine A 5, (R)-(+)-octahydroindolo[2,3-a]quinolizidine 8, (R)-(+)-harmicine 19 and (R)-(+)-desbromoarborescidine 22 were prepared via the asymmetric transfer hydrogenation reaction of a prochiral enamine (iminium salt). The enan

Conjugate additions of sulfur-stabilized anions to unsaturated lactams. Synthesis of polyfunctionalized benzo[a]quinolizinone systems

Conjugate addition reactions of sulfur-stabilized nucleophiles to the δ-lactam unit of tetrahydrobenzo[a]benzoquinolizines have been studied. The stereochemical outcome of the conjugate addition reaction depends on the nature of the substituent at the ang

Synthesis of the 3-Azametacyclophane System by Oxidative Cleavage of a 3-Aza(1,7)naphthalenophane Derivative

Reaction of 10,11-dimethoxy-1,4,5,6-tetrahydro-7,9-ethano-3-benzazecine-3(2H)-carbonitrile (3) with ozone at -78 deg, followed by destruction of the ozonide with dimethyl sulfide, gave, in 82percent yield, 15-formyl-12,13-dimethoxy-8-oxo-4-azabicyclopentadeca-1(15),11,13-triene-4-carbonitrile (4), a representative of the new 3-azametacyclophane system.The precursor (3) was obtained by cyanogen bromide-induced eliminative ring destruction of 8,9-dimethoxy-2,3,5,6,10,11,11a,11b-octahydro-1H-benzopyridoquinoline (2) in 96percent yield.An attempt to make the analogous precursor for the 3-azametacyclophane system was unsuccessful due to a preferred nucleophilic attack by bromide ion.Reduction of (4) with sodium tetrahydroborate gave 8-hydroxy-15-(hydroxymethyl)-12,13-dimethoxy-4-azabicyclopentadeca-1(15),11,13-triene-4-carbonitrile (5) in 79percent yield.