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

Base Information

• Chemical Name: 7,4'-bis(benzoyloxy)-5-hydroxy-6-(3-hydroxy-3-methylbutyl)isoflavone
• CAS No.: 887149-28-2
• Molecular Formula: C₃₄H₂₈O₈
• Molecular Weight: 564.592
• Mol file: 887149-28-2.mol

Synonyms:7,4'-bis(benzoyloxy)-5-hydroxy-6-(3-hydroxy-3-methylbutyl)isoflavone

Chemical Property of 7,4'-bis(benzoyloxy)-5-hydroxy-6-(3-hydroxy-3-methylbutyl)isoflavone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7,4'-bis(benzoyloxy)-5-hydroxy-6-(3-hydroxy-3-methylbutyl)isoflavone

There total 15 articles about 7,4'-bis(benzoyloxy)-5-hydroxy-6-(3-hydroxy-3-methylbutyl)isoflavone 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: 85.0%

benzoyl chloride (98-88-4) + 5,7-dihydroxy-6-(3-hydroxy-3-methylbutyl)-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one (99874-36-9) → 7,4'-bis(benzoyloxy)-5-hydroxy-6-(3-hydroxy-3-methylbutyl)isoflavone (887149-28-2)

Guidance literature:

With potassium carbonate; In acetone; at 45 ℃; for 0.416667h;

DOI:10.1016/j.tet.2006.06.066

Reference yield:

4',6'-bis(benzyloxy)-2'-(methoxymethoxy)acetophenone (67052-53-3) → 7,4'-bis(benzoyloxy)-5-hydroxy-6-(3-hydroxy-3-methylbutyl)isoflavone (887149-28-2)

Guidance literature:

Multi-step reaction with 11 steps

1: 95 percent / hydrogen / palladium on carbon / methanol; ethyl acetate / 20 °C

2: 94 percent / iodine; periodic acid / ethanol / 1 h / 40 °C

3: 82 percent / potassium carbonate / dimethylformamide / 1 h / 70 °C

4: potassium hydroxide / ethanol / 1 h / Heating

5: 5.48 g / aq. HCl / ethanol; CHCl₃ / 1 h / 40 °C

6: 88 percent / potassium carbonate / dimethylformamide / 0.5 h / 60 - 70 °C

7: [hydroxy(tosyloxy)iodo]benzene / CHCl₃ / 24 h / 20 °C

8: 3.82 g / aq. sodium hydroxide; methanol / CHCl₃ / 5 h / 25 °C

9: 91 percent / triethylamine; PPh₃; CuI / PdCl₂ / dimethylformamide / 2 h / 80 °C

10: 88 percent / hydrogen / palladium on carbon / methanol; dioxane

11: 85 percent / potassium carbonate / acetone / 0.42 h / 45 °C

With hydrogenchloride; methanol; potassium hydroxide; sodium hydroxide; copper(l) iodide; [hydroxy(tosyloxy)iodo]benzene; hydrogen; iodine; potassium carbonate; periodic acid; triethylamine; triphenylphosphine; palladium on activated charcoal; palladium dichloride; In 1,4-dioxane; methanol; ethanol; chloroform; ethyl acetate; N,N-dimethyl-formamide; acetone;

DOI:10.1080/00397910500514121

Reference yield:

2',4'-dihydroxy-3'-iodo-6'-(methoxymethoxy)acetophenone (321569-79-3) → 7,4'-bis(benzoyloxy)-5-hydroxy-6-(3-hydroxy-3-methylbutyl)isoflavone (887149-28-2)

Guidance literature:

Multi-step reaction with 9 steps

1: 82 percent / potassium carbonate / dimethylformamide / 1 h / 70 °C

2: potassium hydroxide / ethanol / 1 h / Heating

3: 5.48 g / aq. HCl / ethanol; CHCl₃ / 1 h / 40 °C

4: 88 percent / potassium carbonate / dimethylformamide / 0.5 h / 60 - 70 °C

5: [hydroxy(tosyloxy)iodo]benzene / CHCl₃ / 24 h / 20 °C

6: 3.82 g / aq. sodium hydroxide; methanol / CHCl₃ / 5 h / 25 °C

7: 91 percent / triethylamine; PPh₃; CuI / PdCl₂ / dimethylformamide / 2 h / 80 °C

8: 88 percent / hydrogen / palladium on carbon / methanol; dioxane

9: 85 percent / potassium carbonate / acetone / 0.42 h / 45 °C

With hydrogenchloride; methanol; potassium hydroxide; sodium hydroxide; copper(l) iodide; [hydroxy(tosyloxy)iodo]benzene; hydrogen; potassium carbonate; triethylamine; triphenylphosphine; palladium on activated charcoal; palladium dichloride; In 1,4-dioxane; methanol; ethanol; chloroform; N,N-dimethyl-formamide; acetone;

DOI:10.1080/00397910500514121

upstream raw materials:

benzoyl chloride

5,7-dihydroxy-6-(3-hydroxy-3-methylbutyl)-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

4',6'-bis(benzyloxy)-2'-(methoxymethoxy)acetophenone

2',4'-dihydroxy-3'-iodo-6'-(methoxymethoxy)acetophenone

Downstream raw materials:

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

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

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

erythrinin B