1-(7,8-dimethoxy-5,10-dihydropyrrolo[1,2-b]isoquinolin-10-yl)-3,3-dimethylbutan-2-one

Base Information

Chemical Name:1-(7,8-dimethoxy-5,10-dihydropyrrolo[1,2-b]isoquinolin-10-yl)-3,3-dimethylbutan-2-one
CAS No.:1133436-83-5
Molecular Formula:C₂₀H₂₅NO₃
Molecular Weight:327.423
Hs Code.:

Synonyms:1-(7,8-dimethoxy-5,10-dihydropyrrolo[1,2-b]isoquinolin-10-yl)-3,3-dimethylbutan-2-one

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Chemical Property of 1-(7,8-dimethoxy-5,10-dihydropyrrolo[1,2-b]isoquinolin-10-yl)-3,3-dimethylbutan-2-one

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Technology Process of 1-(7,8-dimethoxy-5,10-dihydropyrrolo[1,2-b]isoquinolin-10-yl)-3,3-dimethylbutan-2-one

There total 5 articles about 1-(7,8-dimethoxy-5,10-dihydropyrrolo[1,2-b]isoquinolin-10-yl)-3,3-dimethylbutan-2-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 42.0%

: 1133436-79-9
C₂₃H₂₂INO₄

: 594-19-4
tert.-butyl lithium

: 1133436-83-5
1-(7,8-dimethoxy-5,10-dihydropyrrolo[1,2-b]isoquinolin-10-yl)-3,3-dimethylbutan-2-one

: 1133436-81-3
benzyl 2-(7,8-dimethoxy-5,10-dihydropyrrolo[1,2-b]isoquinolin-10-yl)acetate

Guidance literature:: With N,N,N,N,-tetramethylethylenediamine; at -90 ℃;
DOI:10.1055/s-0028-1087411

Reference yield: 39.0%

: 1213766-86-9
(E)-benzyl 3-[1-(2-iodo-4,5-dimethoxybenzyl)-1H-pyrrol-2-yl]acrylate

: 1133436-83-5
1-(7,8-dimethoxy-5,10-dihydropyrrolo[1,2-b]isoquinolin-10-yl)-3,3-dimethylbutan-2-one

: 1133436-81-3
benzyl 2-(7,8-dimethoxy-5,10-dihydropyrrolo[1,2-b]isoquinolin-10-yl)acetate

Guidance literature:: With N,N,N,N,-tetramethylethylenediamine; tert.-butyl lithium; In tetrahydrofuran; hexane; at -78 ℃; for 3h; Inert atmosphere;
DOI:10.1002/ejoc.201200994

Reference yield:

: 1003-29-8,254729-95-8
2-pyrrole aldehyde

: 1133436-83-5
1-(7,8-dimethoxy-5,10-dihydropyrrolo[1,2-b]isoquinolin-10-yl)-3,3-dimethylbutan-2-one

: 1133436-81-3
benzyl 2-(7,8-dimethoxy-5,10-dihydropyrrolo[1,2-b]isoquinolin-10-yl)acetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium hydroxide / dimethyl sulfoxide / 2 h / 20 °C

1.2: 4 h

2.1: dichloromethane / 96 h / Reflux

3.1: tert.-butyl lithium; N,N,N,N,-tetramethylethylenediamine / hexane; tetrahydrofuran / 3 h / -78 °C / Inert atmosphere

With N,N,N,N,-tetramethylethylenediamine; tert.-butyl lithium; potassium hydroxide; In tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide; 2.1: |Wittig Olefination;
DOI:10.1002/ejoc.201200994