50722-30-0

Upstream product

• 6429-04-5 1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride 
• 109-94-4 formic acid ethyl ester 
• 68-12-2 N,N-dimethyl-formamide 
• 13074-31-2 Tetrahydropapaverine 
• 210696-90-5 N-[1,2-Bis-(3,4-dimethoxy-phenyl)-ethyl]-N-(2-phenylsulfanyl-ethyl)-formamide 
• 148679-64-5 [1,2-Bis-(3,4-dimethoxy-phenyl)-ethyl]-(2-phenylsulfanyl-ethyl)-amine 
• 4927-55-3 1,2-bis(3,4-dimethoxyphenyl)ethanone 
• 64-18-6 formic acid 
• 210696-91-6 N-(2-Benzenesulfinyl-ethyl)-N-[1,2-bis-(3,4-dimethoxy-phenyl)-ethyl]-formamide 

Relevant academic research and scientific papers

Stereoselective construction of a berberine C-8 benzyl group for the synthesis of javaberine derivatives

Diastereoselective synthesis of 8-benzyltetrahydroprotoberberines was examined. Although Stevens rearrangement of N-benzylxylopinine resulted in poor yield and diastereoselectivity, benzylation of tetracyclic iminium successfully gave H8-H14 trans-benzyltetrahydroprotoberberines with high stereoselectivity.

Mn(II)-Catalyzed N -Acylation of Amines

A practical protocol has been developed here for the Mn(II)-catalyzed N -acylation of amines with high yields using N, N -dimethylformamide and other amides as the carbonyl source. The protocol is simple, does not require any acid, base, ligand, or other additives, and encompasses a broad substrate scope for primary, secondary, and heterocyclic amines.

An unprecedented 1,8a-bond fission of an N-formyl-1,2,3,4- tetrahydroisoquinoline derivative under A nitration condition

An unprecedented bond fission between the 1 and 8a positions of an N- formyl-1,2,3,4-tetrahydroisoquinoline derivative was observed under nitration conditions using nitric acid and acetic acid. The structures of the products and the proposed reaction mechanism were also described.

A new regioselective synthesis of isopavine and pavine alkaloids via double cyclization of N-(1,2-diarylethyl)-N-(2-phenylsulfinylethyl)formamide

Pummerer reaction of N-[1,2-(3,4-dimethoxyphenyl)ethyl]-N-(2-phenylsulfinylethyl)formamide (9) using trifluoroacetic anhydride and boron trifluoride etherate caused double cyclization to give N-formylisopavine (21). Acid catalyzed cyclization of the 1,2-dihydroisoquinoline (23) prepared from 4-phenylthio-1,2,3,4-tetrahydroisoquinoline (11) gave N-formylpavine (26). LiAlH4 reduction of the N-formates (21 and 26) gave (±)-O-methylthalisopavine (4) and (±)-argemonine (5), respectively.