(4E,6E)-7-(4-(benzyloxy)-2-isopropoxy-3-methoxyphenyl)-1-(3-bromo-4-isopropoxyphenyl)hepta-4,6-dien-3-one

Base Information

Chemical Name:(4E,6E)-7-(4-(benzyloxy)-2-isopropoxy-3-methoxyphenyl)-1-(3-bromo-4-isopropoxyphenyl)hepta-4,6-dien-3-one
CAS No.:1390642-35-9
Molecular Formula:C₃₃H₃₇BrO₅
Molecular Weight:593.558
Hs Code.:

Synonyms:(4E,6E)-7-(4-(benzyloxy)-2-isopropoxy-3-methoxyphenyl)-1-(3-bromo-4-isopropoxyphenyl)hepta-4,6-dien-3-one

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Chemical Property of (4E,6E)-7-(4-(benzyloxy)-2-isopropoxy-3-methoxyphenyl)-1-(3-bromo-4-isopropoxyphenyl)hepta-4,6-dien-3-one

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Technology Process of (4E,6E)-7-(4-(benzyloxy)-2-isopropoxy-3-methoxyphenyl)-1-(3-bromo-4-isopropoxyphenyl)hepta-4,6-dien-3-one

There total 6 articles about (4E,6E)-7-(4-(benzyloxy)-2-isopropoxy-3-methoxyphenyl)-1-(3-bromo-4-isopropoxyphenyl)hepta-4,6-dien-3-one 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: 83.0%

: 1390642-32-6
(E)-3-(4-(benzyloxy)-2-isopropoxy-3-methoxyphenyl)acrylaldehyde

: 1390642-34-8
dimethyl (4-(3-bromo-4-isopropoxyphenyl)-2-oxobutyl)phosphonate

: 1390642-35-9
(4E,6E)-7-(4-(benzyloxy)-2-isopropoxy-3-methoxyphenyl)-1-(3-bromo-4-isopropoxyphenyl)hepta-4,6-dien-3-one

Guidance literature:: dimethyl (4-(3-bromo-4-isopropoxyphenyl)-2-oxobutyl)phosphonate; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; for 0.166667h; Inert atmosphere;

(E)-3-(4-(benzyloxy)-2-isopropoxy-3-methoxyphenyl)acrylaldehyde; at 60 ℃; for 18h; Inert atmosphere;
DOI:10.1021/ol301893t

Reference yield:

: 1390642-33-7
(E)-methyl 3-(4-(benzyloxy)-2-isopropoxy-3-methoxyphenyl)acrylate

: 1390642-35-9
(4E,6E)-7-(4-(benzyloxy)-2-isopropoxy-3-methoxyphenyl)-1-(3-bromo-4-isopropoxyphenyl)hepta-4,6-dien-3-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 2 h / -78 °C / Inert atmosphere

2.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 1.25 h / 20 °C / Inert atmosphere

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 0.17 h / Inert atmosphere

3.2: 18 h / 60 °C / Inert atmosphere

With diisobutylaluminium hydride; sodium hydrogencarbonate; Dess-Martin periodane; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane; toluene; 3.1: Horner-Wadsworth-Emmons olefination / 3.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/ol301893t

Reference yield:

: 1390642-46-2
(2E)-3-(4-(benzyloxy)-3-methoxy-2-(isopropoxy)phenyl)prop-2-en-1-ol

: 1390642-35-9
(4E,6E)-7-(4-(benzyloxy)-2-isopropoxy-3-methoxyphenyl)-1-(3-bromo-4-isopropoxyphenyl)hepta-4,6-dien-3-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 1.25 h / 20 °C / Inert atmosphere

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 0.17 h / Inert atmosphere

2.2: 18 h / 60 °C / Inert atmosphere

With sodium hydrogencarbonate; Dess-Martin periodane; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane; 2.1: Horner-Wadsworth-Emmons olefination / 2.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/ol301893t