ethyl (2E,4E)-5-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-5-(4-trifluoromethylphenyl)-2,4-pentadienoate

Base Information

Chemical Name:ethyl (2E,4E)-5-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-5-(4-trifluoromethylphenyl)-2,4-pentadienoate
CAS No.:1369534-97-3
Molecular Formula:C₂₀H₂₄BF₃O₄
Molecular Weight:396.214
Hs Code.:

Synonyms:ethyl (2E,4E)-5-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-5-(4-trifluoromethylphenyl)-2,4-pentadienoate

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Chemical Property of ethyl (2E,4E)-5-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-5-(4-trifluoromethylphenyl)-2,4-pentadienoate

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Technology Process of ethyl (2E,4E)-5-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-5-(4-trifluoromethylphenyl)-2,4-pentadienoate

There total 2 articles about ethyl (2E,4E)-5-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-5-(4-trifluoromethylphenyl)-2,4-pentadienoate 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: 40.0%

: 1002127-25-4
ethyl (2E,4Z)-5-bromo-5-(4-trifluoromethylphenyl)-2,4-pentadienoate

: 73183-34-3
bis(pinacol)diborane

: 1369534-97-3
ethyl (2E,4E)-5-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-5-(4-trifluoromethylphenyl)-2,4-pentadienoate

Guidance literature:: With palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate; In 1,4-dioxane; at 100 ℃; for 4.5h; Inert atmosphere;
DOI:10.1021/jm300101n

Reference yield:

: 2960-66-9
4-oxo-but-2-enoic acid ethyl ester

: 1369534-97-3
ethyl (2E,4E)-5-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-5-(4-trifluoromethylphenyl)-2,4-pentadienoate

Guidance literature:: Multi-step reaction with 3 steps

1: triphenylphosphine / dichloromethane / 2.5 h / 0 °C / Inert atmosphere

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / tetrahydrofuran; water / 6 h / 70 °C / Inert atmosphere

3: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate / 1,4-dioxane / 4.5 h / 100 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate; sodium carbonate; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; 2: Suzuki coupling;
DOI:10.1021/jm300101n

Reference yield: 55.0%

: 1369534-96-2
3-(4-bromophenoxy)oxetane

: 1369534-97-3
ethyl (2E,4E)-5-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-5-(4-trifluoromethylphenyl)-2,4-pentadienoate

: 1369534-98-4
ethyl (2E,4Z)-5-[4-(oxetan-3-yloxy)phenyl]-5-(4-trifluoromethylphenyl)-2,4-pentadienoate

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In tetrahydrofuran; water; at 70 ℃; for 6h; Inert atmosphere;
DOI:10.1021/jm300101n