20802-18-0

Upstream product

• 126631-72-9 4-(3,4-Dimethoxy-phenyl)-2,3-dihydro-pyrrole-1-carboxylic acid methyl ester 
• 86227-35-2 N-[3-(3,4-Dimethoxy-phenyl)-4-oxo-butyl]-N-methyl-benzenesulfonamide 
• 85753-65-7 N-[3-Cyano-3-(3,4-dimethoxy-phenyl)-propyl]-N-methyl-benzenesulfonamide 
• 2859-78-1 4-Bromoveratrole 
• 872-50-4 1-methyl-pyrrolidin-2-one 
• 93-17-4 3,4-dimethoxyphenylacetonitrile 
• 126651-52-3 3-(3,4-Dimethoxy-phenyl)-pyrrolidine-1,2,2-tricarboxylic acid trimethyl ester 
• 126631-71-8 3-(3,4-Dimethoxy-phenyl)-pyrrolidine-1,2-dicarboxylic acid 1-methyl ester 
• 154077-25-5 2-(3,4-Dimethoxy-phenyl)-3-iodo-pyrrolidine-1-carboxylic acid methyl ester 
• 154077-24-4 3-Bromo-2-(3,4-dimethoxy-phenyl)-pyrrolidine-1-carboxylic acid methyl ester 
• 91-16-7 1,2-dimethoxybenzene 
• 85753-67-9 N-[3-(3,4-Dimethoxy-phenyl)-3-[1,3]dioxolan-2-yl-propyl]-N-methyl-benzenesulfonamide 
• 88741-39-3 1-methyl-3-(3,4-dimethoxyphenyl)-2-pyrrolidinone 

Downstream Products

• 6023-73-0 mesembrine 

Relevant academic research and scientific papers

A Convenient Route to β-Aryl-substituted Cyclic Enamines as Key Synthetic Intermediates of Sceletium and Amaryllidaceae Alkaloids

Aryl groups were introduced into the position β to the nitrogen atom of cyclic amines by carrying out the anodic α-methoxylation of cyclic amine derivatives, the elimination of methanol from the oxidized products, the halomethoxylation of the resulting α,β-unsaturated cyclic amine derivatives, the replacement of the α-methoxy group with an aryl group, and the silver ion-promoted migration of the α-aryl group to the β-position, consecutively.This method was applied to the synthesis of some alkaloids such as (+/-)-mesembrine.

A New Facile Method for Construction of β-Arylpyrrolidine Rings and Its Application to Synthesis of (+/-)-Mesembrine

Lewis acid treatment of dimethyl N-methoxycarbonyl-N-methoxymethylaminomalonate together with aryl olefins afforded α,α-N-tris(methoxycarbonyl)-β-arylpyrrolidines, and one of the products was successfully converted to (+/-)-mesembrine.

A short synthesis of (±)-mesembrine

An efficient synthesis of (±)-mesembrine and (±)-desdimethoxymesembrine from N-methyl-2-pyrrolidone is reported.