(1Z,3E)-1-(3',4',5'-trimethoxyphenyl)-4-(3''-hydroxy-4''-methoxyphenyl)-1,3-butadiene

Base Information

Chemical Name:(1Z,3E)-1-(3',4',5'-trimethoxyphenyl)-4-(3''-hydroxy-4''-methoxyphenyl)-1,3-butadiene
CAS No.:863479-44-1
Molecular Formula:C₂₀H₂₂O₅
Molecular Weight:342.392
Hs Code.:

Synonyms:(1Z,3E)-1-(3',4',5'-trimethoxyphenyl)-4-(3''-hydroxy-4''-methoxyphenyl)-1,3-butadiene

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Chemical Property of (1Z,3E)-1-(3',4',5'-trimethoxyphenyl)-4-(3''-hydroxy-4''-methoxyphenyl)-1,3-butadiene

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Technology Process of (1Z,3E)-1-(3',4',5'-trimethoxyphenyl)-4-(3''-hydroxy-4''-methoxyphenyl)-1,3-butadiene

There total 4 articles about (1Z,3E)-1-(3',4',5'-trimethoxyphenyl)-4-(3''-hydroxy-4''-methoxyphenyl)-1,3-butadiene 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: 37.0%

: 863479-40-7
(E)-2-(3-hydroxy-4-methoxyphenyl)vinylboronic acid

: 234123-50-3
5-[(Z)-2-Bromoethenyl]-1,2,3-trimethoxybenzene

: 863479-44-1
(1Z,3E)-1-(3',4',5'-trimethoxyphenyl)-4-(3''-hydroxy-4''-methoxyphenyl)-1,3-butadiene

Guidance literature:: With sodium ethanolate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; ethanol;
DOI:10.1039/b505955k

Reference yield:

: 871940-23-7
1-ethynyl-3-hydroxy-4-methoxybenzene

: 863479-44-1
(1Z,3E)-1-(3',4',5'-trimethoxyphenyl)-4-(3''-hydroxy-4''-methoxyphenyl)-1,3-butadiene

Guidance literature:: Multi-step reaction with 2 steps

1.1: catecholborane / tetrahydrofuran / 5 h / Heating

1.2: 35 percent / H₂O / tetrahydrofuran

2.1: 37 percent / EtONa / Pd(PPh₃)4 / tetrahydrofuran; ethanol

With sodium ethanolate; benzo[1,3,2]dioxaborole; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; ethanol; 2.1: Suzuki coupling;
DOI:10.1039/b505955k

Reference yield:

: 388566-83-4
1-(3-tert-butyldimethylsilyloxy-4-methoxyphenyl)-2,2-dibromoethene

: 863479-44-1
(1Z,3E)-1-(3',4',5'-trimethoxyphenyl)-4-(3''-hydroxy-4''-methoxyphenyl)-1,3-butadiene

Guidance literature:: Multi-step reaction with 4 steps

1.1: 93 percent / n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C

2.1: 75 percent / Bu₄NF / tetrahydrofuran / 1 h / 20 °C

3.1: catecholborane / tetrahydrofuran / 5 h / Heating

3.2: 35 percent / H₂O / tetrahydrofuran

4.1: 37 percent / EtONa / Pd(PPh₃)4 / tetrahydrofuran; ethanol

With n-butyllithium; tetrabutyl ammonium fluoride; sodium ethanolate; benzo[1,3,2]dioxaborole; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; ethanol; hexane; 4.1: Suzuki coupling;
DOI:10.1039/b505955k