22222-86-2

Usage

InChI:InChI=1/C18H19NO2/c1-19-8-7-12-10-15(21-2)18(20)17-13-6-4-3-5-11(13)9-14(19)16(12)17/h3-6,10,14,20H,7-9H2,1-2H3

Upstream product

• 100022-14-8 1,2-dimethoxy-4,5,6a,7-tetrahydrodibenzo[de,g]quinoline-6-carboxylic acid methyl ester 
• 634151-29-4 1-(2-bromobenzyl)-6-methoxy-1,2,3,4-tetrahydroisoquinolin-7-ol 
• 634151-28-3 1-(2-bromobenzyl)-6-methoxy-3,4-dihydroisoquinolin-7-ol 
• 634151-27-2 2-(2-bromo-phenyl)-N-[2-(4-hydroxy-3-methoxy-phenyl)-ethyl]-acetamide 
• 745724-49-6 2-methoxy-5,6,6a,7-tetrahydro-4H-dibenzo[DE,G]quinolin-1-ol 
• 634151-30-7 1-hydroxy-2-methoxy-4,5,6a,7-tetrahydro-dibenzo[de,g]quinoline-6-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Total synthesis method of natural product phenanthrene type alkaloid glycoside compound H4

To the total synthesis method of the natural product phenanthroline compound H4, 3 - methoxy -4 -hydroxyphenyethylamine hydrochloride is used as a starting raw material, 11-step reaction is carried out in sequence, and an acid amine condensation reaction

Syntheses of aporphine and homoaporphine alkaloids by intramolecular ortho-arylation of phenols with aryl halides via SRN1 reactions in liquid ammonia

The photostimulated intramolecular ortho-arylation reactions of bromoarenes linked with pendant phenoxy containing N-substituted tetrahydroisoquinolines in liquid ammonia afforded aporphine (54-82% yield) alkaloid derivatives via SRN1 reactions. This strategy was extended for the first time to the synthesis of a homoaporphine derivative (40% yield). Tetrahydroisoquinoline precursors that contained electron-withdrawing groups on nitrogen (i.e., amides, sulfonamides, and carbamates) gave cyclized products, whereas precursors with basic nitrogens (i.e., NH or NMe) either failed to yield cyclized products or gave aporphines in only low yield.

Intramolecular ortho-arylation of phenols utilized in the synthesis of the aporphine alkaloids (±)-lirinidine and (±)-nuciferine

A palladium-mediated intramolecular phenol ortho-arylation reaction applied to the construction of aporphine alkaloids is reported. Most significantly, the efficiency of this transformation was enhanced by the utilization of trialkylphosphine (i.e. tricyc

Synthesis of hernandaline

There is disclosed a novel and improved method of synthesizing aporphines utilizing the Pschorr cyclization of 1-(2'-aminobenzyl)-7 hydroxy-1,2,3,4-tetrahydroisoquinolines in place of the corresponding 7-methoxy compounds. In the novel process of the present invention the amino group is diazotized and cyclized in the presence of copper powder.