(E)-2-(4-benzyloxy-3-methoxyphenyl)-3-hydroxymethyl-5-(3-hydroxyprop-1-en-1-yl)-7-methoxybenzofuran

Base Information

Chemical Name:(E)-2-(4-benzyloxy-3-methoxyphenyl)-3-hydroxymethyl-5-(3-hydroxyprop-1-en-1-yl)-7-methoxybenzofuran
CAS No.:473240-39-0
Molecular Formula:C₂₇H₂₆O₆
Molecular Weight:446.5
Hs Code.:

Synonyms:(E)-2-(4-benzyloxy-3-methoxyphenyl)-3-hydroxymethyl-5-(3-hydroxyprop-1-en-1-yl)-7-methoxybenzofuran

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Chemical Property of (E)-2-(4-benzyloxy-3-methoxyphenyl)-3-hydroxymethyl-5-(3-hydroxyprop-1-en-1-yl)-7-methoxybenzofuran

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Technology Process of (E)-2-(4-benzyloxy-3-methoxyphenyl)-3-hydroxymethyl-5-(3-hydroxyprop-1-en-1-yl)-7-methoxybenzofuran

There total 3 articles about (E)-2-(4-benzyloxy-3-methoxyphenyl)-3-hydroxymethyl-5-(3-hydroxyprop-1-en-1-yl)-7-methoxybenzofuran 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: 49.0%

: 213970-74-2
2-(4-Benzyloxy-3-methoxy-phenyl)-5-((E)-2-ethoxycarbonyl-vinyl)-7-methoxy-benzofuran-3-carboxylic acid methyl ester

: 473240-39-0
(E)-2-(4-benzyloxy-3-methoxyphenyl)-3-hydroxymethyl-5-(3-hydroxyprop-1-en-1-yl)-7-methoxybenzofuran

Guidance literature:: With diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; at 20 ℃; for 1.5h;
DOI:10.1021/jo0258960

Reference yield:

: 473240-36-7
2-(4-benzyloxy-3-methoxyphenyl)-3-methoxycarbonyl-7-methoxybenzofuran-5-carboxaldehyde

: 473240-39-0
(E)-2-(4-benzyloxy-3-methoxyphenyl)-3-hydroxymethyl-5-(3-hydroxyprop-1-en-1-yl)-7-methoxybenzofuran

Guidance literature:: Multi-step reaction with 2 steps

1: 78 percent / tetrahydrofuran / 3 h / -78 °C

2: 49 percent / DIBAL-H / tetrahydrofuran; CH₂Cl₂ / 1.5 h / 20 °C

With diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; 1: Wittig reaction;
DOI:10.1021/jo0258960

Reference yield:

: 2-(4-benzyloxy-3-methoxy-phenyl)-5-(5,5-dimethyl-[1,3]dioxan-2-yl)-7-methoxy-benzofuran-3-carboxylic acid methyl ester; compound with mercury(II) chloride

: 473240-39-0
(E)-2-(4-benzyloxy-3-methoxyphenyl)-3-hydroxymethyl-5-(3-hydroxyprop-1-en-1-yl)-7-methoxybenzofuran

Guidance literature:: Multi-step reaction with 3 steps

1: 571 mg / 6N aqueous hydrochloric acid / acetone / 4 h / 20 °C

2: 78 percent / tetrahydrofuran / 3 h / -78 °C

3: 49 percent / DIBAL-H / tetrahydrofuran; CH₂Cl₂ / 1.5 h / 20 °C

With hydrogenchloride; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; acetone; 2: Wittig reaction;
DOI:10.1021/jo0258960