[(Z)-2-(3,4-Dimethoxy-phenyl)-1-(4-isopropoxy-5-methoxy-2-vinyl-phenyl)-vinyl]-carbamic acid ethyl ester

Base Information

• Chemical Name: [(Z)-2-(3,4-Dimethoxy-phenyl)-1-(4-isopropoxy-5-methoxy-2-vinyl-phenyl)-vinyl]-carbamic acid ethyl ester
• CAS No.: 470461-21-3
• Molecular Formula: C₂₅H₃₁NO₆
• Molecular Weight: 441.524

Synonyms:[(Z)-2-(3,4-Dimethoxy-phenyl)-1-(4-isopropoxy-5-methoxy-2-vinyl-phenyl)-vinyl]-carbamic acid ethyl ester

Chemical Property of [(Z)-2-(3,4-Dimethoxy-phenyl)-1-(4-isopropoxy-5-methoxy-2-vinyl-phenyl)-vinyl]-carbamic acid ethyl ester

Chemical Property:

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Technology Process of [(Z)-2-(3,4-Dimethoxy-phenyl)-1-(4-isopropoxy-5-methoxy-2-vinyl-phenyl)-vinyl]-carbamic acid ethyl ester

There total 1 articles about [(Z)-2-(3,4-Dimethoxy-phenyl)-1-(4-isopropoxy-5-methoxy-2-vinyl-phenyl)-vinyl]-carbamic acid ethyl 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: 100.0%

1-(3,4-dimethoxybenzylidene)-6-isopropoxy-7-methoxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid ethyl ester → [(Z)-2-(3,4-Dimethoxy-phenyl)-1-(4-isopropoxy-5-methoxy-2-vinyl-phenyl)-vinyl]-carbamic acid ethyl ester (470461-21-3)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at 0 ℃;

DOI:10.1016/S0040-4039(02)01013-4

Reference yield:

[(Z)-2-(3,4-Dimethoxy-phenyl)-1-(4-isopropoxy-5-methoxy-2-vinyl-phenyl)-vinyl]-carbamic acid ethyl ester (470461-21-3) → C25H30NO6(1-)*Na(1+)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃; for 0.5h;

DOI:10.1016/S0040-4039(02)01013-4

Reference yield:

[(Z)-2-(3,4-Dimethoxy-phenyl)-1-(4-isopropoxy-5-methoxy-2-vinyl-phenyl)-vinyl]-carbamic acid ethyl ester (470461-21-3) → 3-(4-isopropoxy-5-methoxy-2-vinyl-phenyl)-6,7-dimethoxy-2-methyl-2H-isoquinolin-1-one (470461-23-5)

Guidance literature:

Multi-step reaction with 3 steps

1: NaH / tetrahydrofuran / 0.5 h / 20 °C

2: 20 °C

3: Tf₂O; DMAP / CH₂Cl₂ / 1.5 h / 0 - 20 °C

With dmap; trifluoromethylsulfonic anhydride; sodium hydride; In tetrahydrofuran; dichloromethane; 3: Bischler-Napieralski cyclization;

DOI:10.1016/S0040-4039(02)01013-4

Downstream raw materials:

fagaronine

3-(4-isopropoxy-5-methoxy-2-vinyl-phenyl)-6,7-dimethoxy-2-methyl-2H-isoquinolin-1-one

[(Z)-2-(3,4-Dimethoxy-phenyl)-1-(4-isopropoxy-5-methoxy-2-vinyl-phenyl)-vinyl]-methyl-carbamic acid ethyl ester

3-[2-(2,2-dimethoxy-ethyl)-4-isopropoxy-5-methoxy-phenyl]-6,7-dimethoxy-2-methyl-2H-isoquinolin-1-one

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