7,4'-bis(benzoyloxy)-5-hydroxy-6-(3-methyl-2-butenyl)-3'-methoxyisoflavone

Base Information

• Chemical Name: 7,4'-bis(benzoyloxy)-5-hydroxy-6-(3-methyl-2-butenyl)-3'-methoxyisoflavone
• CAS No.: 911412-05-0
• Molecular Formula: C₃₅H₂₈O₈
• Molecular Weight: 576.603
• Mol file: 911412-05-0.mol

Synonyms:7,4'-bis(benzoyloxy)-5-hydroxy-6-(3-methyl-2-butenyl)-3'-methoxyisoflavone

Chemical Property of 7,4'-bis(benzoyloxy)-5-hydroxy-6-(3-methyl-2-butenyl)-3'-methoxyisoflavone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7,4'-bis(benzoyloxy)-5-hydroxy-6-(3-methyl-2-butenyl)-3'-methoxyisoflavone

There total 7 articles about 7,4'-bis(benzoyloxy)-5-hydroxy-6-(3-methyl-2-butenyl)-3'-methoxyisoflavone 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: 94.0%

7,4'-bis(benzoyloxy)-6-(3-methyl-2-butenyl)-3'-methoxy-5-tosyloxyisoflavone (911285-96-6) → 7,4'-bis(benzoyloxy)-5-hydroxy-6-(3-methyl-2-butenyl)-3'-methoxyisoflavone (911412-05-0)

Guidance literature:

With boron trichloride; In dichloromethane; cooling;

DOI:10.1016/j.tet.2006.06.066

Reference yield:

5,7,4'-tris(benzyloxy)-6-iodo-3'-methoxyisoflavone (911285-92-2) → 7,4'-bis(benzoyloxy)-5-hydroxy-6-(3-methyl-2-butenyl)-3'-methoxyisoflavone (911412-05-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 64 percent / Et₃N; PdCl₂; PPh₃ / CuI / dimethylformamide / 0.17 h / 80 °C / microwave irradiation

2: 93 percent / H₂ / Pd/C / methanol; dioxane / 1 h / 20 °C

3: 86 percent / K₂CO₃ / acetone / 0.42 h / 45 °C

4: 93 percent / K₂CO₃ / acetone / 0.5 h / microwave irradiation

5: 86 percent / TsOH*H₂O; acetic acid / toluene / 0.25 h / 117 °C / microwave irradiation

6: 94 percent / BCl₃ / CH₂Cl₂ / cooling

With hydrogen; boron trichloride; potassium carbonate; toluene-4-sulfonic acid; acetic acid; triethylamine; triphenylphosphine; palladium dichloride; palladium on activated charcoal; copper(l) iodide; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; toluene;

DOI:10.1016/j.tet.2006.06.066

Reference yield:

5,7,4'-tris(benzyloxy)-6-(3-hydroxy-3-methyl-1-butynyl)-3'-methoxyisoflavone (911285-93-3) → 7,4'-bis(benzoyloxy)-5-hydroxy-6-(3-methyl-2-butenyl)-3'-methoxyisoflavone (911412-05-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 93 percent / H₂ / Pd/C / methanol; dioxane / 1 h / 20 °C

2: 86 percent / K₂CO₃ / acetone / 0.42 h / 45 °C

3: 93 percent / K₂CO₃ / acetone / 0.5 h / microwave irradiation

4: 86 percent / TsOH*H₂O; acetic acid / toluene / 0.25 h / 117 °C / microwave irradiation

5: 94 percent / BCl₃ / CH₂Cl₂ / cooling

With hydrogen; boron trichloride; potassium carbonate; toluene-4-sulfonic acid; acetic acid; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; acetone; toluene;

DOI:10.1016/j.tet.2006.06.066

upstream raw materials:

7,4'-bis(benzoyloxy)-6-(3-methyl-2-butenyl)-3'-methoxy-5-tosyloxyisoflavone

5,7,4'-trihydroxy-6-(3-hydroxy-3-methylbutyl)-3'-methoxyisoflavone

5,7,4'-tris(benzyloxy)-6-iodo-3'-methoxyisoflavone

7,4'-bis(benzoyloxy)-5-hydroxy-6-(3-hydroxy-3-methylbutyl)-3'-methoxyisoflavone

Downstream raw materials:

5,7,4'-trihydroxy-6-(3-methyl-2-butenyl)-3'-methoxyisoflavone