(E)-5,7-dihydroxy-2-(4-hydroxy-2-methoxyphenyl)-6-(3-methylbut-1-en-1-yl)-3-(3-methylbut-2-en-1-yl)-4H-chromen-4-one

Base Information

Chemical Name:(E)-5,7-dihydroxy-2-(4-hydroxy-2-methoxyphenyl)-6-(3-methylbut-1-en-1-yl)-3-(3-methylbut-2-en-1-yl)-4H-chromen-4-one
CAS No.:1443276-43-4
Molecular Formula:C₂₆H₂₈O₆
Molecular Weight:436.505
Hs Code.:

Synonyms:(E)-5,7-dihydroxy-2-(4-hydroxy-2-methoxyphenyl)-6-(3-methylbut-1-en-1-yl)-3-(3-methylbut-2-en-1-yl)-4H-chromen-4-one

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Chemical Property of (E)-5,7-dihydroxy-2-(4-hydroxy-2-methoxyphenyl)-6-(3-methylbut-1-en-1-yl)-3-(3-methylbut-2-en-1-yl)-4H-chromen-4-one

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Technology Process of (E)-5,7-dihydroxy-2-(4-hydroxy-2-methoxyphenyl)-6-(3-methylbut-1-en-1-yl)-3-(3-methylbut-2-en-1-yl)-4H-chromen-4-one

There total 9 articles about (E)-5,7-dihydroxy-2-(4-hydroxy-2-methoxyphenyl)-6-(3-methylbut-1-en-1-yl)-3-(3-methylbut-2-en-1-yl)-4H-chromen-4-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: 55.0%

: 5916-10-9
(E)-2-(2,4-dimethoxyphenyl)-5-hydroxy-7-methoxy-6-(3-methylbut-1-en-1-yl)-3-(3-methylbut-2-en-1-yl)-4H-chromen-4-one

: (E)-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-6-(3-methylbut-1-en-1-yl)-3-(3-methylbut-2-en-1-yl)-4H-chromen-4-one

: 1443276-43-4
(E)-5,7-dihydroxy-2-(4-hydroxy-2-methoxyphenyl)-6-(3-methylbut-1-en-1-yl)-3-(3-methylbut-2-en-1-yl)-4H-chromen-4-one

Guidance literature:: With quinoline; trimethylsilyl iodide; In hexane; at 140 ℃; for 6h; Glovebox; Sealed tube;
DOI:10.1016/j.tet.2013.05.024

Reference yield:

: 1443276-19-4
2-acetyl-3,5-dimethoxy-6-(3-methylbutanoyl)phenyl 2,4-dimethoxybenzoate

: (E)-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-6-(3-methylbut-1-en-1-yl)-3-(3-methylbut-2-en-1-yl)-4H-chromen-4-one

: 1443276-43-4
(E)-5,7-dihydroxy-2-(4-hydroxy-2-methoxyphenyl)-6-(3-methylbut-1-en-1-yl)-3-(3-methylbut-2-en-1-yl)-4H-chromen-4-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydride / tetrahydrofuran / 1.67 h / 0 °C / Reflux

2.1: potassium carbonate / acetone / 0.5 h

2.2: 24 h / Reflux

3.1: sulfuric acid / acetic acid / 0.5 h / 20 °C

4.1: methanol; sodium tetrahydroborate / 0.5 h

5.1: sulfuric acid / 3 h / Reflux

6.1: trimethylsilyl iodide; quinoline / hexane / 6 h / 140 °C / Glovebox; Sealed tube

With quinoline; methanol; sodium tetrahydroborate; trimethylsilyl iodide; sulfuric acid; sodium hydride; potassium carbonate; In tetrahydrofuran; hexane; acetic acid; acetone; 1.1: |Baker-Venkataraman Rearrangement;
DOI:10.1016/j.tet.2013.05.024

Reference yield:

: 1-(2,4-dimethoxyphenyl)-3-(2-hydroxy-4,6-dimethoxy-3-(3-methylbutanoyl)phenyl)propane-1,3-dione

: (E)-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-6-(3-methylbut-1-en-1-yl)-3-(3-methylbut-2-en-1-yl)-4H-chromen-4-one

: 1443276-43-4
(E)-5,7-dihydroxy-2-(4-hydroxy-2-methoxyphenyl)-6-(3-methylbut-1-en-1-yl)-3-(3-methylbut-2-en-1-yl)-4H-chromen-4-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium carbonate / acetone / 0.5 h

1.2: 24 h / Reflux

2.1: sulfuric acid / acetic acid / 0.5 h / 20 °C

3.1: methanol; sodium tetrahydroborate / 0.5 h

4.1: sulfuric acid / 3 h / Reflux

5.1: trimethylsilyl iodide; quinoline / hexane / 6 h / 140 °C / Glovebox; Sealed tube

With quinoline; methanol; sodium tetrahydroborate; trimethylsilyl iodide; sulfuric acid; potassium carbonate; In hexane; acetic acid; acetone;
DOI:10.1016/j.tet.2013.05.024