6-[(4-cyanophenyl)-(E)-ethenyl]-3,4-dihydro-1-oxo-2(1H)-isoquinolineacetic acid 1,1-dimethylethyl ester

Base Information

Chemical Name:6-[(4-cyanophenyl)-(E)-ethenyl]-3,4-dihydro-1-oxo-2(1H)-isoquinolineacetic acid 1,1-dimethylethyl ester
CAS No.:190604-20-7
Molecular Formula:C₂₄H₂₄N₂O₃
Molecular Weight:388.466
Hs Code.:

Synonyms:6-[(4-cyanophenyl)-(E)-ethenyl]-3,4-dihydro-1-oxo-2(1H)-isoquinolineacetic acid 1,1-dimethylethyl ester

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Chemical Property of 6-[(4-cyanophenyl)-(E)-ethenyl]-3,4-dihydro-1-oxo-2(1H)-isoquinolineacetic acid 1,1-dimethylethyl ester

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Technology Process of 6-[(4-cyanophenyl)-(E)-ethenyl]-3,4-dihydro-1-oxo-2(1H)-isoquinolineacetic acid 1,1-dimethylethyl ester

There total 6 articles about 6-[(4-cyanophenyl)-(E)-ethenyl]-3,4-dihydro-1-oxo-2(1H)-isoquinolineacetic acid 1,1-dimethylethyl ester 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: 53.0%

: 3435-51-6
4-ethenylbenzonitrile

: 164147-71-1
(1-Oxo-6-trifluoromethanesulfonyloxy-3,4-dihydro-1H-isoquinolin-2-yl)-acetic acid tert-butyl ester

: 190604-20-7
6-[(4-cyanophenyl)-(E)-ethenyl]-3,4-dihydro-1-oxo-2(1H)-isoquinolineacetic acid 1,1-dimethylethyl ester

Guidance literature:: With palladium diacetate; tetra-(n-butyl)ammonium iodide; potassium carbonate; tris-(o-tolyl)phosphine; In N,N-dimethyl-formamide; at 120 ℃; for 1.5h;
DOI:10.1021/jm9701076

Reference yield:

: 22245-98-3
6-hydroxy-3,4-dihydro-2H-isoquinolin-1-one

: 190604-20-7
6-[(4-cyanophenyl)-(E)-ethenyl]-3,4-dihydro-1-oxo-2(1H)-isoquinolineacetic acid 1,1-dimethylethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / K₂CO₃ / acetone / 16 h / Heating

2: 1.) NaH / 1.) THF, reflux, 2 h, 2.) THF, RT, 1 h

3: 95 percent / H₂ / 10percent Pd/C / ethyl acetate / 1.5 h

4: 82 percent / pyridine / 0 - 20 °C

5: 53 percent / palladium(II) acetate, tri-o-tolylphosphine, K₂CO₃, tetrabutylammonium iodide / dimethylformamide / 1.5 h / 120 °C

With pyridine; hydrogen; palladium diacetate; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; tris-(o-tolyl)phosphine; palladium on activated charcoal; In ethyl acetate; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm9701076

Reference yield:

: 5292-43-3
bromoacetic acid tert-butyl ester

: 190604-20-7
6-[(4-cyanophenyl)-(E)-ethenyl]-3,4-dihydro-1-oxo-2(1H)-isoquinolineacetic acid 1,1-dimethylethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) NaH / 1.) THF, reflux, 2 h, 2.) THF, RT, 1 h

2: 95 percent / H₂ / 10percent Pd/C / ethyl acetate / 1.5 h

3: 82 percent / pyridine / 0 - 20 °C

4: 53 percent / palladium(II) acetate, tri-o-tolylphosphine, K₂CO₃, tetrabutylammonium iodide / dimethylformamide / 1.5 h / 120 °C

With pyridine; hydrogen; palladium diacetate; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; tris-(o-tolyl)phosphine; palladium on activated charcoal; In ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm9701076