trans-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-3-methyl-5-(E)-propenylbenzofuran

Base Information

• Chemical Name: trans-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-3-methyl-5-(E)-propenylbenzofuran
• CAS No.: 921767-78-4
• Molecular Formula: C₂₀H₂₂O₄
• Molecular Weight: 326.392
• Mol file: 921767-78-4.mol

Synonyms:trans-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-3-methyl-5-(E)-propenylbenzofuran

Chemical Property of trans-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-3-methyl-5-(E)-propenylbenzofuran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of trans-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-3-methyl-5-(E)-propenylbenzofuran

There total 6 articles about trans-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-3-methyl-5-(E)-propenylbenzofuran 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: 99.1%

(E)-2-methoxy-4-(1-propenyl)phenol (5932-68-3) → trans-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-3-methyl-5-(E)-propenylbenzofuran (921767-78-4)

Guidance literature:

With dihydrogen peroxide; horseradish peroxidase; In methanol; at 18 ℃; for 1h; pH=3;

DOI:10.1016/S0040-4020(00)00873-5

Reference yield:

2-methoxy-4-propenylphenol (97-54-1) → (Z)-1-[2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-3-methyl-1-benzofuran-5-yl]-1-propene + (E)-1-[2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-3-methyl-1-benzofuran-5-yl]-1-propene (921767-78-4)

Guidance literature:

With dihydrogen peroxide; horseradish peroxidase; In methanol; for 0.333333h; aq. phosphate buffer;

DOI:10.1016/j.foodchem.2009.04.115

Reference yield:

trans-coniferyl aldehyde (458-36-6) → trans-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-3-methyl-5-(E)-propenylbenzofuran (921767-78-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 99.7 percent / NaBH₄ / ethanol / 0.17 h

2: 60.9 percent / Et₃N / CH₂Cl₂ / 0.5 h

3: 84.9 percent / LiEt₃BH / tetrahydrofuran / 4 h / Heating

4: 99.1 percent / horseradish peroxidase; H₂O₂ / methanol; various solvent(s) / 1 h / 18 °C / pH 3

With sodium tetrahydroborate; dihydrogen peroxide; lithium triethylborohydride; triethylamine; horseradish peroxidase; In tetrahydrofuran; methanol; ethanol; dichloromethane; 1: Reduction / 2: Substitution / 3: Reduction / 4: Addition;

DOI:10.1016/S0040-4020(00)00873-5

upstream raw materials:

(E)-2-methoxy-4-(1-propenyl)phenol

trans-coniferyl aldehyde

coniferal alcohol

Methanesulfonic acid 4-((E)-3-methanesulfonyloxy-propenyl)-2-methoxy-phenyl ester

Downstream raw materials:

(S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid 2-methoxy-4-[(2R,3R)-7-methoxy-3-methyl-5-((E)-propenyl)-2,3-dihydro-benzofuran-2-yl]-phenyl ester

(S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid 2-methoxy-4-[(2S,3S)-7-methoxy-3-methyl-5-((E)-propenyl)-2,3-dihydro-benzofuran-2-yl]-phenyl ester

2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-3-methyl-5-[l(E)-3-oxopropenyl]benzofuran

5-(3-hydroxypropyl)-7-methoxy-3-methyl-2-(3'-methoxy-4'-hydroxyphenyl)benzofuran