(+)-5-tosyl-3,3a,4,5-tetrahydro-2H-cyclopenta[c]quinoline

Base Information

Chemical Name:(+)-5-tosyl-3,3a,4,5-tetrahydro-2H-cyclopenta[c]quinoline
CAS No.:1370613-08-3
Molecular Formula:C₁₉H₁₉NO₂S
Molecular Weight:325.431
Hs Code.:

Synonyms:(+)-5-tosyl-3,3a,4,5-tetrahydro-2H-cyclopenta[c]quinoline

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Chemical Property of (+)-5-tosyl-3,3a,4,5-tetrahydro-2H-cyclopenta[c]quinoline

Chemical Property:

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Technology Process of (+)-5-tosyl-3,3a,4,5-tetrahydro-2H-cyclopenta[c]quinoline

There total 4 articles about (+)-5-tosyl-3,3a,4,5-tetrahydro-2H-cyclopenta[c]quinoline 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: 90.0%

: 1370613-04-9
(-)-3-(but-3-enyl)-4-methylene-1-tosyl-1,2,3,4-tetrahydroquinoline

: 1370613-08-3
(+)-5-tosyl-3,3a,4,5-tetrahydro-2H-cyclopenta[c]quinoline

Guidance literature:: With Hoveyda-Grubbs catalyst second generation; In toluene; at 80 ℃; for 6h; Inert atmosphere;
DOI:10.1039/c2cc30395g

Reference yield:

: 1370612-86-4
(E)-N-(4-bromobut-2-enyl)-N-(2-bromophenyl)-4-methylbenzenesulfonamide

: 1370613-08-3
(+)-5-tosyl-3,3a,4,5-tetrahydro-2H-cyclopenta[c]quinoline

Guidance literature:: Multi-step reaction with 3 steps

1.1: copper(I) bromide dimethylsulfide complex; (R,Sp)-1-(2-(diphenylphosphano)ferrocenyl)-1-(2-diphenylphosphanophenyl)-N,N-dimethylmethanamine / dichloromethane / 0.5 h / -80 °C / Inert atmosphere

1.2: 17 h / -80 °C / Inert atmosphere

2.1: tetrabutylammomium bromide; tetrabutylammonium acetate; palladium diacetate / 1 h / 100 °C / Inert atmosphere

3.1: Hoveyda-Grubbs catalyst second generation / toluene / 6 h / 80 °C / Inert atmosphere

With (R,Sp)-1-(2-(diphenylphosphano)ferrocenyl)-1-(2-diphenylphosphanophenyl)-N,N-dimethylmethanamine; Hoveyda-Grubbs catalyst second generation; copper(I) bromide dimethylsulfide complex; tetrabutylammomium bromide; tetrabutylammonium acetate; palladium diacetate; In dichloromethane; toluene; 2.1: Heck reaction;
DOI:10.1039/c2cc30395g

Reference yield:

: 1024-38-0
N-(2-bromophenyl)-4-methylbenzenesulfonamide

: 1370613-08-3
(+)-5-tosyl-3,3a,4,5-tetrahydro-2H-cyclopenta[c]quinoline

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium carbonate / acetonitrile / 7 h / Inert atmosphere; Reflux

2.1: copper(I) bromide dimethylsulfide complex; (R,Sp)-1-(2-(diphenylphosphano)ferrocenyl)-1-(2-diphenylphosphanophenyl)-N,N-dimethylmethanamine / dichloromethane / 0.5 h / -80 °C / Inert atmosphere

2.2: 17 h / -80 °C / Inert atmosphere

3.1: tetrabutylammomium bromide; tetrabutylammonium acetate; palladium diacetate / 1 h / 100 °C / Inert atmosphere

4.1: Hoveyda-Grubbs catalyst second generation / toluene / 6 h / 80 °C / Inert atmosphere

With (R,Sp)-1-(2-(diphenylphosphano)ferrocenyl)-1-(2-diphenylphosphanophenyl)-N,N-dimethylmethanamine; Hoveyda-Grubbs catalyst second generation; copper(I) bromide dimethylsulfide complex; tetrabutylammomium bromide; tetrabutylammonium acetate; palladium diacetate; potassium carbonate; In dichloromethane; toluene; acetonitrile; 3.1: Heck reaction;
DOI:10.1039/c2cc30395g