(2Z,3E)-2-(3,4-dimethoxybenzylidene)-5-(3,4-dimethoxyphenyl)pent-3-en-1-ol

Base Information

Chemical Name:(2Z,3E)-2-(3,4-dimethoxybenzylidene)-5-(3,4-dimethoxyphenyl)pent-3-en-1-ol
CAS No.:1369278-54-5
Molecular Formula:C₂₂H₂₆O₅
Molecular Weight:370.445
Hs Code.:

Synonyms:(2Z,3E)-2-(3,4-dimethoxybenzylidene)-5-(3,4-dimethoxyphenyl)pent-3-en-1-ol

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Chemical Property of (2Z,3E)-2-(3,4-dimethoxybenzylidene)-5-(3,4-dimethoxyphenyl)pent-3-en-1-ol

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Technology Process of (2Z,3E)-2-(3,4-dimethoxybenzylidene)-5-(3,4-dimethoxyphenyl)pent-3-en-1-ol

There total 7 articles about (2Z,3E)-2-(3,4-dimethoxybenzylidene)-5-(3,4-dimethoxyphenyl)pent-3-en-1-ol 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: 62.0%

: 1369278-66-9
tert-butyl ((2Z,3E)-2-(3,4-dimethoxybenzylidene)-5-(3,4-dimethoxyphenyl)pent-3-enoyl)carbamate

: 1369278-54-5
(2Z,3E)-2-(3,4-dimethoxybenzylidene)-5-(3,4-dimethoxyphenyl)pent-3-en-1-ol

Guidance literature:: tert-butyl ((2Z,3E)-2-(3,4-dimethoxybenzylidene)-5-(3,4-dimethoxyphenyl)pent-3-enoyl)carbamate; With lithium triethylborohydride; In tetrahydrofuran; at 0 - 20 ℃; for 2h;

With dihydrogen peroxide; In tetrahydrofuran; water; for 0.5h;
DOI:10.1021/jo3001723

Reference yield:

: 1369278-52-3
(2Z,3E)-2-(3,4-dimethoxybenzylidene)-5-(3,4-dimethoxyphenyl)pent-3-enenitrile

: 1369278-56-7
(2E,3E)-2-(3,4-dimethoxybenzylidene)-5-(3,4-dimethoxyphenyl)pent-3-en-1-ol

: 1369278-54-5
(2Z,3E)-2-(3,4-dimethoxybenzylidene)-5-(3,4-dimethoxyphenyl)pent-3-en-1-ol

Guidance literature:: (2Z,3E)-2-(3,4-dimethoxybenzylidene)-5-(3,4-dimethoxyphenyl)pent-3-enenitrile; With diisobutylaluminium hydride; In cyclohexane; toluene; at -78 - 20 ℃; for 3h;

With acetic acid; In ethanol; cyclohexane; water; toluene; at -78 ℃; for 0.25h;
DOI:10.1021/jo3001723

Reference yield:

: 1360819-97-1
(Z)-2-(3,4-dimethoxybenzylidene)pent-4-enenitrile

: 1369278-54-5
(2Z,3E)-2-(3,4-dimethoxybenzylidene)-5-(3,4-dimethoxyphenyl)pent-3-en-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: oxygen; palladium diacetate; dimethyl sulfoxide; p-benzoquinone / acetic acid / 72 h / 40 °C / Molecular sieve

2.1: (N,N'E,N,N'E)-N,N'-(ethane-1,2-diylidene)bis-(piperidin-1-amine); palladium diacetate; potassium carbonate / water; N,N-dimethyl-formamide / 1 h / 20 °C

3.1: hydrido(dimethylphosphinous acid-κP)[hydrogen bis(dimethylphosphinito-κP)]platinum(II) / ethanol; water / 15 h / Reflux

4.1: n-butyllithium / tetrahydrofuran; cyclohexane / 1 h / -78 °C

4.2: 16 h / 20 °C

5.1: lithium triethylborohydride / tetrahydrofuran / 2 h / 0 - 20 °C

5.2: 0.5 h

With (N,N'E,N,N'E)-N,N'-(ethane-1,2-diylidene)bis-(piperidin-1-amine); n-butyllithium; hydrido(dimethylphosphinous acid-κP)[hydrogen bis(dimethylphosphinito-κP)]platinum(II); oxygen; palladium diacetate; lithium triethylborohydride; potassium carbonate; dimethyl sulfoxide; p-benzoquinone; In tetrahydrofuran; ethanol; cyclohexane; water; acetic acid; N,N-dimethyl-formamide;
DOI:10.1021/jo3001723