4-(benzo[d][1,3]dioxol-5-yl)-2-(3,4-dimethoxy-2-(methoxycarbonyl)phenyl)butanoic acid

Base Information

• Chemical Name: 4-(benzo[d][1,3]dioxol-5-yl)-2-(3,4-dimethoxy-2-(methoxycarbonyl)phenyl)butanoic acid
• CAS No.: 1549771-10-9
• Molecular Formula: C₂₁H₂₂O₈
• Molecular Weight: 402.401

Synonyms:4-(benzo[d][1,3]dioxol-5-yl)-2-(3,4-dimethoxy-2-(methoxycarbonyl)phenyl)butanoic acid

Chemical Property of 4-(benzo[d][1,3]dioxol-5-yl)-2-(3,4-dimethoxy-2-(methoxycarbonyl)phenyl)butanoic acid

Chemical Property:

Purity/Quality:

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Technology Process of 4-(benzo[d][1,3]dioxol-5-yl)-2-(3,4-dimethoxy-2-(methoxycarbonyl)phenyl)butanoic acid

There total 3 articles about 4-(benzo[d][1,3]dioxol-5-yl)-2-(3,4-dimethoxy-2-(methoxycarbonyl)phenyl)butanoic 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: 91.0%

methyl 6-(4-(benzo[d][1,3]dioxol-5-yl)-1-methoxy-1-oxobutan-2-yl)-2,3-dimethoxybenzoate (1549770-76-4) → 4-(benzo[d][1,3]dioxol-5-yl)-2-(3,4-dimethoxy-2-(methoxycarbonyl)phenyl)butanoic acid (1549771-10-9)

Guidance literature:

methyl 6-(4-(benzo[d][1,3]dioxol-5-yl)-1-methoxy-1-oxobutan-2-yl)-2,3-dimethoxybenzoate; With potassium hydroxide; In methanol; water; at 0 - 25 ℃; for 24h;

With hydrogenchloride; In methanol; water; regioselective reaction;

DOI:10.1039/c3ra45312j

Reference yield:

methyl 3,4-dimethoxy-2-(methoxycarbonyl)benzeneacetate (3807-19-0) → 4-(benzo[d][1,3]dioxol-5-yl)-2-(3,4-dimethoxy-2-(methoxycarbonyl)phenyl)butanoic acid (1549771-10-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium; N,N,N,N,N,N-hexamethylphosphoric triamide; diisopropylamine / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

1.2: 7 h / 25 °C / Inert atmosphere

2.1: potassium hydroxide / methanol; water / 24 h / 0 - 25 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; diisopropylamine; potassium hydroxide; In tetrahydrofuran; methanol; water;

DOI:10.1039/c3ra45312j

Reference yield:

5-(2-iodoethyl)-3,4-methylenedioxybenzene (53762-69-9) → 4-(benzo[d][1,3]dioxol-5-yl)-2-(3,4-dimethoxy-2-(methoxycarbonyl)phenyl)butanoic acid (1549771-10-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium; N,N,N,N,N,N-hexamethylphosphoric triamide; diisopropylamine / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

1.2: 7 h / 25 °C / Inert atmosphere

2.1: potassium hydroxide / methanol; water / 24 h / 0 - 25 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; diisopropylamine; potassium hydroxide; In tetrahydrofuran; methanol; water;

DOI:10.1039/c3ra45312j

upstream raw materials:

methyl 3,4-dimethoxy-2-(methoxycarbonyl)benzeneacetate

5-(2-iodoethyl)-3,4-methylenedioxybenzene

methyl 6-(4-(benzo[d][1,3]dioxol-5-yl)-1-methoxy-1-oxobutan-2-yl)-2,3-dimethoxybenzoate

Downstream raw materials:

C₂₁H₂₀O₇

7,8-dimethoxy-2,3-methylenedioxy-6H-benzo[d]-3,4-dihydronaphtho[1,2-b]pyran-6-one

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