4-{3-[6-(3-(benzo[1,3]dioxol-5-yl)-5-(thiophen-3-yl)phenoxy)hexyl]-2-(2-carboxyethyl)phenoxy}butyric acid

Base Information

• Chemical Name: 4-{3-[6-(3-(benzo[1,3]dioxol-5-yl)-5-(thiophen-3-yl)phenoxy)hexyl]-2-(2-carboxyethyl)phenoxy}butyric acid
• CAS No.: 1123155-95-2
• Molecular Formula: C₃₆H₃₈O₈S
• Molecular Weight: 630.759

Synonyms:4-{3-[6-(3-(benzo[1,3]dioxol-5-yl)-5-(thiophen-3-yl)phenoxy)hexyl]-2-(2-carboxyethyl)phenoxy}butyric acid

Chemical Property of 4-{3-[6-(3-(benzo[1,3]dioxol-5-yl)-5-(thiophen-3-yl)phenoxy)hexyl]-2-(2-carboxyethyl)phenoxy}butyric acid

Chemical Property:

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Technology Process of 4-{3-[6-(3-(benzo[1,3]dioxol-5-yl)-5-(thiophen-3-yl)phenoxy)hexyl]-2-(2-carboxyethyl)phenoxy}butyric acid

There total 17 articles about 4-{3-[6-(3-(benzo[1,3]dioxol-5-yl)-5-(thiophen-3-yl)phenoxy)hexyl]-2-(2-carboxyethyl)phenoxy}butyric 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: 95.0%

4-{3-[6-(3-(benzo[1,3]dioxol-5-yl)-5-(thiophen-3-yl)phenoxy)hexyl]-2-(2-ethoxycarbonylethyl)phenoxy}butyric acid ethyl ester (1123157-92-5) → 4-{3-[6-(3-(benzo[1,3]dioxol-5-yl)-5-(thiophen-3-yl)phenoxy)hexyl]-2-(2-carboxyethyl)phenoxy}butyric acid (1123155-95-2)

Guidance literature:

4-{3-[6-(3-(benzo[1,3]dioxol-5-yl)-5-(thiophen-3-yl)phenoxy)hexyl]-2-(2-ethoxycarbonylethyl)phenoxy}butyric acid ethyl ester; With water; sodium hydroxide; In ethanol; at 20 - 55 ℃; Inert atmosphere;

With hydrogenchloride; In water; Acidic conditions;

DOI:10.1021/jm1001919

Reference yield:

C36H38O5P(1+)*Br(1-) → 4-{3-[6-(3-(benzo[1,3]dioxol-5-yl)-5-(thiophen-3-yl)phenoxy)hexyl]-2-(2-carboxyethyl)phenoxy}butyric acid (1123155-95-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: n-butyllithium / dimethyl sulfoxide / 0.25 h / -20 - 20 °C / Large scale

2.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 20 h / 40 °C / 28443.9 Torr / Autoclave; Large scale

3.1: potassium carbonate / N,N-dimethyl-formamide / 0.33 h / 45 °C / Large scale

3.2: 24 h / 65 - 67 °C / Large scale

4.1: sodium hydroxide / ethanol; tetrahydrofuran / 16 h / 19 - 23 °C / Large scale

With n-butyllithium; palladium 10% on activated carbon; hydrogen; potassium carbonate; sodium hydroxide; In tetrahydrofuran; ethanol; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; 1.1: |Wittig Olefination;

DOI:10.1021/op300302s

Reference yield:

C18H23BrO5 (959246-40-3) → 4-{3-[6-(3-(benzo[1,3]dioxol-5-yl)-5-(thiophen-3-yl)phenoxy)hexyl]-2-(2-carboxyethyl)phenoxy}butyric acid (1123155-95-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: acetonitrile / 1 h / Reflux

2.1: n-butyllithium / dimethyl sulfoxide / 0.25 h / -20 - 20 °C / Large scale

3.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 20 h / 40 °C / 28443.9 Torr / Autoclave; Large scale

4.1: potassium carbonate / N,N-dimethyl-formamide / 0.33 h / 45 °C / Large scale

4.2: 24 h / 65 - 67 °C / Large scale

5.1: sodium hydroxide / ethanol; tetrahydrofuran / 16 h / 19 - 23 °C / Large scale

With n-butyllithium; palladium 10% on activated carbon; hydrogen; potassium carbonate; sodium hydroxide; In tetrahydrofuran; ethanol; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; 2.1: |Wittig Olefination;

DOI:10.1021/op300302s

upstream raw materials:

4-{3-[6-(3-(benzo[1,3]dioxol-5-yl)-5-(thiophen-3-yl)phenoxy)hexyl]-2-(2-ethoxycarbonylethyl)phenoxy}butyric acid ethyl ester

1,2,3-Benzotriazole

C₁₈H₂₃BrO₅

1-(benzotriazol-1-yl)propan-2-one

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