4-[(Z)-2-Phenyl-1-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-but-1-enyl]-benzoic acid ethyl ester

Base Information

Chemical Name:4-[(Z)-2-Phenyl-1-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-but-1-enyl]-benzoic acid ethyl ester
CAS No.:624731-42-6
Molecular Formula:C₂₅H₃₁BO₄
Molecular Weight:406.33
Hs Code.:

Synonyms:4-[(Z)-2-Phenyl-1-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-but-1-enyl]-benzoic acid ethyl ester

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Chemical Property of 4-[(Z)-2-Phenyl-1-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-but-1-enyl]-benzoic acid ethyl ester

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Technology Process of 4-[(Z)-2-Phenyl-1-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-but-1-enyl]-benzoic acid ethyl ester

There total 4 articles about 4-[(Z)-2-Phenyl-1-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-but-1-enyl]-benzoic 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: 64.0%

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 4-[(E)-1-(Dimethyl-pyridin-2-yl-silanyl)-2-phenyl-but-1-enyl]-benzoic acid ethyl ester

: 624731-42-6
4-[(Z)-2-Phenyl-1-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-but-1-enyl]-benzoic acid ethyl ester

Guidance literature:: 4-[(E)-1-(Dimethyl-pyridin-2-yl-silanyl)-2-phenyl-but-1-enyl]-benzoic acid ethyl ester; With boron trichloride; In dichloromethane; at -41 ℃; for 5h;

2,3-dimethyl-2,3-butane diol; With triethylamine; In dichloromethane; at 20 ℃; for 14h;
DOI:10.1021/ja037566i

Reference yield: 64.0%

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 624731-35-7
4-[(E)-1-(Dimethyl-pyridin-2-yl-silanyl)-2-phenyl-but-1-enyl]-benzoic acid ethyl ester

: 624731-42-6
4-[(Z)-2-Phenyl-1-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-but-1-enyl]-benzoic acid ethyl ester

Guidance literature:: 4-[(E)-1-(Dimethyl-pyridin-2-yl-silanyl)-2-phenyl-but-1-enyl]-benzoic acid ethyl ester; With boron trichloride; In dichloromethane; at -41 ℃;

2,3-dimethyl-2,3-butane diol; With triethylamine; In dichloromethane; at 20 ℃;
DOI:10.1002/adsc.200404220

Reference yield:

: 51934-41-9
4-iodobenzoic acid ethyl ester

: 624731-42-6
4-[(Z)-2-Phenyl-1-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-but-1-enyl]-benzoic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: diethyl ether; tetrahydrofuran / 16 h / 40 °C

2.1: BCl₃ / CH₂Cl₂ / -41 °C

2.2: 64 percent / Et₃N / CH₂Cl₂ / 20 °C

With boron trichloride; In tetrahydrofuran; diethyl ether; dichloromethane; 1.1: Tamao-Kumada-Corriu cross-coupling;
DOI:10.1002/adsc.200404220