(E)-3-(4-((6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl)oxy)phenyl)acrylic acid

Base Information

• Chemical Name: (E)-3-(4-((6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl)oxy)phenyl)acrylic acid
• CAS No.: 1622307-14-5
• Molecular Formula: C₂₃H₁₆O₅S
• Molecular Weight: 404.443

Synonyms:(E)-3-(4-((6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl)oxy)phenyl)acrylic acid

Chemical Property of (E)-3-(4-((6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl)oxy)phenyl)acrylic acid

Chemical Property:

Purity/Quality:

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Technology Process of (E)-3-(4-((6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl)oxy)phenyl)acrylic acid

There total 6 articles about (E)-3-(4-((6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl)oxy)phenyl)acrylic acid 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: 53.0%

(E)-tert-butyl 3-(4-((6-methoxy-2-(4-methoxyphenyl)benzo-[b]thiophen-3-yl)oxy)phenyl)acrylate (1622308-91-1) → (E)-3-(4-((6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl)oxy)phenyl)acrylic acid (1622307-14-5)

Guidance literature:

With boron tribromide; In n-heptane; dichloromethane; at 0 ℃; for 1.66667h;

DOI:10.1021/acs.jmedchem.7b01682

Reference yield:

3-(4-bromophenoxy)-6-methoxy-2-(4-methoxyphenyl)benzo[b]thiophene 1-oxide (1622308-83-1) → (E)-3-(4-((6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl)oxy)phenyl)acrylic acid (1622307-14-5)

Guidance literature:

Multi-step reaction with 3 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 °C

2: bis-triphenylphosphine-palladium(II) chloride; triethylamine / N,N-dimethyl-formamide / 1 h / 120 °C / Microwave irradiation

3: boron tribromide / dichloromethane / 1 h / 0 °C

With bis-triphenylphosphine-palladium(II) chloride; lithium aluminium tetrahydride; boron tribromide; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

3-(4-bromophenoxy)-6-methoxy-2-(4-methoxyphenyl)benzo[b]thiophene (1622308-87-5) → (E)-3-(4-((6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl)oxy)phenyl)acrylic acid (1622307-14-5)

Guidance literature:

Multi-step reaction with 2 steps

1: bis-triphenylphosphine-palladium(II) chloride; triethylamine / N,N-dimethyl-formamide / 1 h / 120 °C / Microwave irradiation

2: boron tribromide / dichloromethane / 1 h / 0 °C

With bis-triphenylphosphine-palladium(II) chloride; boron tribromide; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

3-(4-bromophenoxy)-6-methoxy-2-(4-methoxyphenyl)benzo[b]thiophene 1-oxide

3-(4-bromophenoxy)-6-methoxy-2-(4-methoxyphenyl)benzo[b]thiophene

2-(4'-methoxyphenyl)-6-methoxybenzothiophene

3-bromo-6-methoxy-2-(4-methoxyphenyl)benzo[b]thiophene

Downstream raw materials:

(E)-3-(4-((6-hydroxy-2-(4-hydroxyphenyl)-benzo[b]thiophen-3-yl)oxy)phenyl)acrylamide

(E)-3-(4-((6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl)-oxy)phenyl)-N-(2-hydroxyethyl)acrylamide

(E)-3-(4-((6-hydroxy-2-(4-hydroxyphenyl)benzo[b]-thiophen-3-yl)oxy)phenyl)-N-methylacrylamide

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