(E,E)-1,4-bis{4-{4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl-}-2,5-bis[(S)-2-methylbutoxy]styryl}-2,5-bis[(S)-2-methylbutoxy]-benzene

Base Information

• Chemical Name: (E,E)-1,4-bis{4-{4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl-}-2,5-bis[(S)-2-methylbutoxy]styryl}-2,5-bis[(S)-2-methylbutoxy]-benzene
• CAS No.: 578764-60-0
• Molecular Formula: C₆₄H₁₀₀B₂O₁₀
• Molecular Weight: 1051.11

Synonyms:(E,E)-1,4-bis{4-{4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl-}-2,5-bis[(S)-2-methylbutoxy]styryl}-2,5-bis[(S)-2-methylbutoxy]-benzene

Chemical Property of (E,E)-1,4-bis{4-{4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl-}-2,5-bis[(S)-2-methylbutoxy]styryl}-2,5-bis[(S)-2-methylbutoxy]-benzene

Chemical Property:

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Technology Process of (E,E)-1,4-bis{4-{4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl-}-2,5-bis[(S)-2-methylbutoxy]styryl}-2,5-bis[(S)-2-methylbutoxy]-benzene

There total 2 articles about (E,E)-1,4-bis{4-{4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl-}-2,5-bis[(S)-2-methylbutoxy]styryl}-2,5-bis[(S)-2-methylbutoxy]-benzene 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: 58.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + (E,E)-1,4-bis{4-boronic acid 2,5-bis[(S)-2-methylbutoxy]styryl}-2,5-bis[(S)-2-methylbutoxy]benzene → (E,E)-1,4-bis{4-{4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl-}-2,5-bis[(S)-2-methylbutoxy]styryl}-2,5-bis[(S)-2-methylbutoxy]-benzene (578764-60-0)

Guidance literature:

In dichloromethane; for 24h; Heating;

DOI:10.1021/ja034926t

Reference yield:

(E,E)-1,4-bis{4-bromo-2,5-bis[(S)-2-methylbutoxy]styryl}-2,5-bis[(S)-2-methylbutoxy]benzene (369652-23-3) → (E,E)-1,4-bis{4-{4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl-}-2,5-bis[(S)-2-methylbutoxy]styryl}-2,5-bis[(S)-2-methylbutoxy]-benzene (578764-60-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 3 h / -78 °C

1.2: 51 percent / trimethyl borate / tetrahydrofuran; hexane / 3 h / -78 °C

2.1: 58 percent / CH₂Cl₂ / 24 h / Heating

With n-butyllithium; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1021/ja034926t

Reference yield: 75.0%

1-bromo-4-methoxy-benzene (104-92-7) + (E,E)-1,4-bis{4-{4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl-}-2,5-bis[(S)-2-methylbutoxy]styryl}-2,5-bis[(S)-2-methylbutoxy]-benzene (578764-60-0) → (E,E)-1,4-bis{4-(4-methoxyphenyl)-2,5-bis[(S)-2-methylbutoxy]styryl}-2,5-bis[(S)-2-methylbutoxy]benzene

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In tetrahydrofuran; at 90 ℃;

DOI:10.1021/ja034926t

upstream raw materials:

2,3-dimethyl-2,3-butane diol

(E,E)-1,4-bis{4-bromo-2,5-bis[(S)-2-methylbutoxy]styryl}-2,5-bis[(S)-2-methylbutoxy]benzene

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