(E)-3,5-di-tert-butyl-2-hydroxy-4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)stilbene

Base Information

Chemical Name:(E)-3,5-di-tert-butyl-2-hydroxy-4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)stilbene
CAS No.:1169942-92-0
Molecular Formula:C₂₈H₃₉BO₃
Molecular Weight:434.427
Hs Code.:

Synonyms:(E)-3,5-di-tert-butyl-2-hydroxy-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)-3,5-di-tert-butyl-2-hydroxy-4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)stilbene

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Technology Process of (E)-3,5-di-tert-butyl-2-hydroxy-4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)stilbene

There total 4 articles about (E)-3,5-di-tert-butyl-2-hydroxy-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:

: 37942-07-7
3,5-di-tert-butyl-2-hydroxybenzaldehyde

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

: 1394005-06-1
(Z)-3,5-di-tert-butyl-2-hydroxy-4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)stilbene

: 1169942-92-0
(E)-3,5-di-tert-butyl-2-hydroxy-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 12h; optical yield given as %de; Inert atmosphere;
DOI:10.1016/j.tetlet.2009.04.003

Reference yield:

: 138500-85-3
4-bromomethylphenylboronic acid pinacol ester

: 1394005-06-1
(Z)-3,5-di-tert-butyl-2-hydroxy-4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)stilbene

: 1169942-92-0
(E)-3,5-di-tert-butyl-2-hydroxy-4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)stilbene

Guidance literature:: Multi-step reaction with 2 steps

1: acetonitrile / 90 °C

2: sodium t-butanolate / N,N-dimethyl-formamide / 12 h / 20 °C / Inert atmosphere

With sodium t-butanolate; In N,N-dimethyl-formamide; acetonitrile; 2: |Wittig Olefination;
DOI:10.1016/j.jorganchem.2015.08.007

Reference yield:

: 195062-57-8
p-tolylboronic pinacol ester

: 1394005-06-1
(Z)-3,5-di-tert-butyl-2-hydroxy-4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)stilbene

: 1169942-92-0
(E)-3,5-di-tert-butyl-2-hydroxy-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 / 12 h / 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