5-[2-(3-isopropoxy-4-methoxyphenyl)vinyl]-7,8-dimethoxy-2-methyl-3,4-dihydro-2H-isoquinolin-1-one

Base Information

Chemical Name:5-[2-(3-isopropoxy-4-methoxyphenyl)vinyl]-7,8-dimethoxy-2-methyl-3,4-dihydro-2H-isoquinolin-1-one
CAS No.:624720-94-1
Molecular Formula:C₂₄H₂₉NO₅
Molecular Weight:411.498
Hs Code.:

Synonyms:5-[2-(3-isopropoxy-4-methoxyphenyl)vinyl]-7,8-dimethoxy-2-methyl-3,4-dihydro-2H-isoquinolin-1-one

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Chemical Property of 5-[2-(3-isopropoxy-4-methoxyphenyl)vinyl]-7,8-dimethoxy-2-methyl-3,4-dihydro-2H-isoquinolin-1-one

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Technology Process of 5-[2-(3-isopropoxy-4-methoxyphenyl)vinyl]-7,8-dimethoxy-2-methyl-3,4-dihydro-2H-isoquinolin-1-one

There total 8 articles about 5-[2-(3-isopropoxy-4-methoxyphenyl)vinyl]-7,8-dimethoxy-2-methyl-3,4-dihydro-2H-isoquinolin-1-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: 87.0%

: 624720-93-0
N-(2-{2-[2-(3-isopropoxy-4-methoxyphenyl)vinyl]-4,5-dimethoxyphenyl}ethyl)-N-methylcarbamic acid ethyl ester

: 624720-94-1
5-[2-(3-isopropoxy-4-methoxyphenyl)vinyl]-7,8-dimethoxy-2-methyl-3,4-dihydro-2H-isoquinolin-1-one

Guidance literature:: With dmap; trifluoromethylsulfonic anhydride; In dichloromethane; at 0 - 20 ℃; for 21h;
DOI:10.1016/S0040-4020(03)01135-9

Reference yield:

: 621-59-0
isovanillin

: 624720-94-1
5-[2-(3-isopropoxy-4-methoxyphenyl)vinyl]-7,8-dimethoxy-2-methyl-3,4-dihydro-2H-isoquinolin-1-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: 99 percent / K₂CO₃ / dimethylformamide / 48 h / 20 °C

2.1: n-BuLi / hexane; tetrahydrofuran / -78 - 20 °C

2.2: 93 percent / hexane; tetrahydrofuran / 4 h / 20 °C

3.1: 55 percent / PPh₃; triethylamine / Pd(OAc)2 / acetonitrile / 24 h / 80 °C

4.1: 98 percent / NaH / tetrahydrofuran / 3 h / 20 °C

5.1: 87 percent / triflic anhydride; 4-dimethylaminopyridine / CH₂Cl₂ / 21 h / 0 - 20 °C

With dmap; n-butyllithium; trifluoromethylsulfonic anhydride; sodium hydride; potassium carbonate; triethylamine; triphenylphosphine; palladium diacetate; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 2.2: Wittig reaction / 3.1: Heck coupling / 5.1: Bischler-Napieralski reaction;
DOI:10.1016/S0040-4020(03)01135-9

Reference yield:

: 17889-63-3
N-<2-(3,4-Dimethoxyphenyl)ethyl>carbamidsaeureethylester

: 624720-94-1
5-[2-(3-isopropoxy-4-methoxyphenyl)vinyl]-7,8-dimethoxy-2-methyl-3,4-dihydro-2H-isoquinolin-1-one

Guidance literature:: Multi-step reaction with 4 steps

1: 99 percent / trifluoromethanesulfonic acid; IPy₂BF₄ / CH₂Cl₂ / 0.5 h / 0 °C

2: 55 percent / PPh₃; triethylamine / Pd(OAc)2 / acetonitrile / 24 h / 80 °C

3: 98 percent / NaH / tetrahydrofuran / 3 h / 20 °C

4: 87 percent / triflic anhydride; 4-dimethylaminopyridine / CH₂Cl₂ / 21 h / 0 - 20 °C

With dmap; Barluenga reagent; trifluorormethanesulfonic acid; trifluoromethylsulfonic anhydride; sodium hydride; triethylamine; triphenylphosphine; palladium diacetate; In tetrahydrofuran; dichloromethane; acetonitrile; 2: Heck coupling / 4: Bischler-Napieralski reaction;
DOI:10.1016/S0040-4020(03)01135-9