(E)-3-[(2-(benzyloxy)-6-bromophenyl)methylene]-2,3-dihydro-5,6-dimethoxy-2-[(4-methoxyphenyl)methyl]-1H-isoindol-1-one

Base Information

Chemical Name:(E)-3-[(2-(benzyloxy)-6-bromophenyl)methylene]-2,3-dihydro-5,6-dimethoxy-2-[(4-methoxyphenyl)methyl]-1H-isoindol-1-one
CAS No.:206002-16-6
Molecular Formula:C₃₂H₂₈BrNO₅
Molecular Weight:586.482
Hs Code.:

Synonyms:(E)-3-[(2-(benzyloxy)-6-bromophenyl)methylene]-2,3-dihydro-5,6-dimethoxy-2-[(4-methoxyphenyl)methyl]-1H-isoindol-1-one

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Chemical Property of (E)-3-[(2-(benzyloxy)-6-bromophenyl)methylene]-2,3-dihydro-5,6-dimethoxy-2-[(4-methoxyphenyl)methyl]-1H-isoindol-1-one

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Technology Process of (E)-3-[(2-(benzyloxy)-6-bromophenyl)methylene]-2,3-dihydro-5,6-dimethoxy-2-[(4-methoxyphenyl)methyl]-1H-isoindol-1-one

There total 8 articles about (E)-3-[(2-(benzyloxy)-6-bromophenyl)methylene]-2,3-dihydro-5,6-dimethoxy-2-[(4-methoxyphenyl)methyl]-1H-isoindol-1-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: 84.0%

: 202122-78-9
N-[(diphenylphosphinyl)methyl]-N-[(4-methoxyphenyl)methyl]-2-bromo-4,5-dimethoxybenzamide

: 206002-17-7
2-(benzyloxy)-6-bromobenzaldehyde

: 206002-16-6
(E)-3-[(2-(benzyloxy)-6-bromophenyl)methylene]-2,3-dihydro-5,6-dimethoxy-2-[(4-methoxyphenyl)methyl]-1H-isoindol-1-one

Guidance literature:: N-[(diphenylphosphinyl)methyl]-N-[(4-methoxyphenyl)methyl]-2-bromo-4,5-dimethoxybenzamide; With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -78 - -30 ℃; for 3.5h;

2-(benzyloxy)-6-bromobenzaldehyde; In tetrahydrofuran; toluene; at -30 - 20 ℃; for 0.5h;
DOI:10.1021/jo972247t

Reference yield:

: 6286-46-0
2-bromo-4,5-dimethoxybenzoic acid

: 206002-16-6
(E)-3-[(2-(benzyloxy)-6-bromophenyl)methylene]-2,3-dihydro-5,6-dimethoxy-2-[(4-methoxyphenyl)methyl]-1H-isoindol-1-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: thionyl chloride; dimethylformamide / 12 h / 20 °C

2.1: Et₃N / CH₂Cl₂ / 2 h / 0 - 20 °C

3.1: KHMDS / toluene; tetrahydrofuran / 3.5 h / -78 - -30 °C

3.2: 84 percent / toluene; tetrahydrofuran / 0.5 h / -30 - 20 °C

With thionyl chloride; potassium hexamethylsilazane; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane; toluene; 1.1: Chlorination / 2.1: Acylation / 3.1: Cyclization / 3.2: Horner reaction;
DOI:10.1021/jo972247t

Reference yield:

: 126712-07-0
2-bromo-6-methoxybenzaldehyde

: 206002-16-6
(E)-3-[(2-(benzyloxy)-6-bromophenyl)methylene]-2,3-dihydro-5,6-dimethoxy-2-[(4-methoxyphenyl)methyl]-1H-isoindol-1-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: 565 mg / KOH / ethanol / 5 h / Heating

2.1: KHMDS / toluene; tetrahydrofuran / 3.5 h / -78 - -30 °C

2.2: 84 percent / toluene; tetrahydrofuran / 0.5 h / -30 - 20 °C

With potassium hydroxide; potassium hexamethylsilazane; In tetrahydrofuran; ethanol; toluene; 1.1: Etherification / 2.1: Cyclization / 2.2: Horner reaction;
DOI:10.1021/jo972247t