(E)-4-(boronic acid)-4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)stilbene

Base Information

Chemical Name:(E)-4-(boronic acid)-4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)stilbene
CAS No.:1169942-91-9
Molecular Formula:C₂₀H₂₄B₂O₄
Molecular Weight:350.03
Hs Code.:

Synonyms:(E)-4-(boronic acid)-4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)stilbene

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (E)-4-(boronic acid)-4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)stilbene

Chemical Property:

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Technology Process of (E)-4-(boronic acid)-4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)stilbene

There total 2 articles about (E)-4-(boronic acid)-4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)stilbene 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:

: 1169942-85-1
4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-3-yl-phenyl)-methyl triphenylphosphonium bromide

: 87199-17-5
4-formylphenylboronic acid,

: (Z)-4-(boronic acid)-4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)stilbene

: 1169942-91-9
(E)-4-(boronic acid)-4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)stilbene

Guidance literature:: With sodium t-butanolate; In N,N-dimethyl-formamide; at 20 ℃; for 4h; optical yield given as %de; Inert atmosphere;
DOI:10.1016/j.tetlet.2009.04.003

Reference yield:

: 195062-57-8
p-tolylboronic pinacol ester

: 1169942-91-9
(E)-4-(boronic acid)-4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)stilbene

Guidance literature:: Multi-step reaction with 3 steps

1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 12 h / Reflux

2: acetonitrile / 90 °C

3: sodium t-butanolate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); sodium t-butanolate; In tetrachloromethane; N,N-dimethyl-formamide; acetonitrile; 3: |Wittig Olefination;
DOI:10.1016/j.jorganchem.2015.08.007