methyl 2-[(2,3-dimethoxyphenyl)methoxymethyl]-5-[2-methyl[1,3]dioxolane-2-yl]-furan-3-carboxylate

Base Information

• Chemical Name: methyl 2-[(2,3-dimethoxyphenyl)methoxymethyl]-5-[2-methyl[1,3]dioxolane-2-yl]-furan-3-carboxylate
• CAS No.: 308341-65-3
• Molecular Formula: C₂₀H₂₄O₈
• Molecular Weight: 392.406
• Mol file: 308341-65-3.mol

Synonyms:methyl 2-[(2,3-dimethoxyphenyl)methoxymethyl]-5-[2-methyl[1,3]dioxolane-2-yl]-furan-3-carboxylate

Chemical Property of methyl 2-[(2,3-dimethoxyphenyl)methoxymethyl]-5-[2-methyl[1,3]dioxolane-2-yl]-furan-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-[(2,3-dimethoxyphenyl)methoxymethyl]-5-[2-methyl[1,3]dioxolane-2-yl]-furan-3-carboxylate

There total 5 articles about methyl 2-[(2,3-dimethoxyphenyl)methoxymethyl]-5-[2-methyl[1,3]dioxolane-2-yl]-furan-3-carboxylate 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:

5-(2-methyl-[1,3]dioxolane-2-yl)furan-3-carboxylic acid (308341-64-2) + 2,3-dimethyoxybenzaldehyde (86-51-1) + methyl iodide (74-88-4) → methyl 2-[(2,3-dimethoxyphenyl)methoxymethyl]-5-[2-methyl[1,3]dioxolane-2-yl]-furan-3-carboxylate (308341-65-3)

Guidance literature:

5-(2-methyl-[1,3]dioxolane-2-yl)furan-3-carboxylic acid; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

2,3-dimethyoxybenzaldehyde; In tetrahydrofuran; hexane; at -78 ℃; for 4h;

methyl iodide; at 20 ℃; for 5h;

DOI:10.1002/jhet.5570370410

Reference yield:

3-Furoic acid (488-93-7) → methyl 2-[(2,3-dimethoxyphenyl)methoxymethyl]-5-[2-methyl[1,3]dioxolane-2-yl]-furan-3-carboxylate (308341-65-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: boron trifluoride etherate / 0.33 h / Heating

2.1: AcCl / 20 °C

3.1: p-toluenesulfonic acid / benzene / 17 h / Heating

4.1: aq. NaOH / ethanol / 2 h / 40 °C

5.1: LDA / tetrahydrofuran; hexane / 1 h / -78 °C

5.2: tetrahydrofuran; hexane / 4 h / -78 °C

5.3: 5 h / 20 °C

With sodium hydroxide; boron trifluoride diethyl etherate; toluene-4-sulfonic acid; acetyl chloride; lithium diisopropyl amide; In tetrahydrofuran; ethanol; hexane; benzene; 1.1: Acetylation / 2.1: Esterification / 3.1: cyclocondensation / 4.1: Hydrolysis / 5.1: Metallation / 5.2: Addition / 5.3: Methylation;

DOI:10.1002/jhet.5570370410

Reference yield:

ethyl 5-acetylfuran-3-carboxylate (18753-57-6) → methyl 2-[(2,3-dimethoxyphenyl)methoxymethyl]-5-[2-methyl[1,3]dioxolane-2-yl]-furan-3-carboxylate (308341-65-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: p-toluenesulfonic acid / benzene / 17 h / Heating

2.1: aq. NaOH / ethanol / 2 h / 40 °C

3.1: LDA / tetrahydrofuran; hexane / 1 h / -78 °C

3.2: tetrahydrofuran; hexane / 4 h / -78 °C

3.3: 5 h / 20 °C

With sodium hydroxide; toluene-4-sulfonic acid; lithium diisopropyl amide; In tetrahydrofuran; ethanol; hexane; benzene; 1.1: cyclocondensation / 2.1: Hydrolysis / 3.1: Metallation / 3.2: Addition / 3.3: Methylation;

DOI:10.1002/jhet.5570370410

upstream raw materials:

5-(2-methyl-[1,3]dioxolane-2-yl)furan-3-carboxylic acid

2,3-dimethyoxybenzaldehyde

methyl iodide

3-Furoic acid

Downstream raw materials:

5-acetyl-2-(2,3-dimethoxybenzyl)furan-3-carboxylic acid

5-acetyl-2-[(2,3-dimethoxyphenyl)methoxymethyl]furan-3-carboxylic acid