methyl (E)-3-[2-(4-hydroxy-3,5-dimethoxyphenyl)-3-methoxycarbonyl-2,3-dihydro-1-4-benzodioxan-7-yl]propen-2-enoate

Base Information

• Chemical Name: methyl (E)-3-[2-(4-hydroxy-3,5-dimethoxyphenyl)-3-methoxycarbonyl-2,3-dihydro-1-4-benzodioxan-7-yl]propen-2-enoate
• CAS No.: 1316855-26-1
• Molecular Formula: C₂₂H₂₂O₉
• Molecular Weight: 430.411
• Mol file: 1316855-26-1.mol

Synonyms:methyl (E)-3-[2-(4-hydroxy-3,5-dimethoxyphenyl)-3-methoxycarbonyl-2,3-dihydro-1-4-benzodioxan-7-yl]propen-2-enoate

Chemical Property of methyl (E)-3-[2-(4-hydroxy-3,5-dimethoxyphenyl)-3-methoxycarbonyl-2,3-dihydro-1-4-benzodioxan-7-yl]propen-2-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (E)-3-[2-(4-hydroxy-3,5-dimethoxyphenyl)-3-methoxycarbonyl-2,3-dihydro-1-4-benzodioxan-7-yl]propen-2-enoate

There total 3 articles about methyl (E)-3-[2-(4-hydroxy-3,5-dimethoxyphenyl)-3-methoxycarbonyl-2,3-dihydro-1-4-benzodioxan-7-yl]propen-2-enoate 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: 14.0%

methyl 3,4-dihydroxycinnamate (3843-74-1,67667-67-8) + 4-hydroxy-3,5-dimethoxycinnamic acid methyl ester (42041-51-0,67460-46-2,20733-94-2) → methyl (E)-3-[2-(4-hydroxy-3,5-dimethoxyphenyl)-3-methoxycarbonyl-2,3-dihydro-1-4-benzodioxan-7-yl]propen-2-enoate (1316855-26-1) + methyl (E)-3-[2-(4-hydroxy-3,5-dimethoxyphenyl)-7-hydroxy-3-methoxycarbonyl-2,3-dihydro-1-benzofuran-5-yl]propen-2-enoate (1316855-24-9) + C24H28O10 (1316855-25-0)

Guidance literature:

With dihydrogen peroxide; horseradish peroxidase; In 1,4-dioxane; water; at 0 ℃; for 4.75h; pH=3.5; Phosphate/citric acid buffer; Enzymatic reaction;

DOI:10.1016/j.tetlet.2011.05.072

Reference yield:

sinapinic acid (530-59-6,7362-37-0) → methyl (E)-3-[2-(4-hydroxy-3,5-dimethoxyphenyl)-3-methoxycarbonyl-2,3-dihydro-1-4-benzodioxan-7-yl]propen-2-enoate (1316855-26-1) + methyl (E)-3-[2-(4-hydroxy-3,5-dimethoxyphenyl)-7-hydroxy-3-methoxycarbonyl-2,3-dihydro-1-benzofuran-5-yl]propen-2-enoate (1316855-24-9) + C24H28O10 (1316855-25-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid

2: dihydrogen peroxide; horseradish peroxidase / 1,4-dioxane; water / 4.75 h / 0 °C / pH 3.5 / Phosphate/citric acid buffer; Enzymatic reaction

With sulfuric acid; dihydrogen peroxide; horseradish peroxidase; In 1,4-dioxane; water; 1: Fischer esterification;

DOI:10.1016/j.tetlet.2011.05.072

Reference yield:

caffeic acid (331-39-5,501-16-6) → methyl (E)-3-[2-(4-hydroxy-3,5-dimethoxyphenyl)-3-methoxycarbonyl-2,3-dihydro-1-4-benzodioxan-7-yl]propen-2-enoate (1316855-26-1) + methyl (E)-3-[2-(4-hydroxy-3,5-dimethoxyphenyl)-7-hydroxy-3-methoxycarbonyl-2,3-dihydro-1-benzofuran-5-yl]propen-2-enoate (1316855-24-9) + C24H28O10 (1316855-25-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid

2: dihydrogen peroxide; horseradish peroxidase / 1,4-dioxane; water / 4.75 h / 0 °C / pH 3.5 / Phosphate/citric acid buffer; Enzymatic reaction

With sulfuric acid; dihydrogen peroxide; horseradish peroxidase; In 1,4-dioxane; water; 1: Fischer esterification;

DOI:10.1016/j.tetlet.2011.05.072

upstream raw materials:

methyl 3,4-dihydroxycinnamate

4-hydroxy-3,5-dimethoxycinnamic acid methyl ester

sinapinic acid

caffeic acid