1,2-Diacetoxy-4,7,8-trihydroxy-3-(4-hydroxyphenyl)dibenzofuran

Base Information

• Chemical Name: 1,2-Diacetoxy-4,7,8-trihydroxy-3-(4-hydroxyphenyl)dibenzofuran
• CAS No.: 146905-24-0
• Molecular Formula: C22H16O9
• Molecular Weight: 424.35700
• Mol file: 146905-24-0.mol

Synonyms:

Chemical Property of 1,2-Diacetoxy-4,7,8-trihydroxy-3-(4-hydroxyphenyl)dibenzofuran

Chemical Property:

• PSA: 146.66000
• LogP: 3.92600
• Storage Temp.: 2-8°C

Purity/Quality:

98% ^*data from raw suppliers

4,7,8-Trihydroxy-3-(4-hydroxyphenyl)dibenzo[b,d]furan-1,2-diyldiacetate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,2-Diacetoxy-4,7,8-trihydroxy-3-(4-hydroxyphenyl)dibenzofuran

There total 16 articles about 1,2-Diacetoxy-4,7,8-trihydroxy-3-(4-hydroxyphenyl)dibenzofuran 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: 68.0%

4-hydroxy-7,8-dimethoxy-3-(4-methoxyphenyl)dibenzo[b,d]furan-1,2-diyl diacetate (1541073-45-3) → 4,7,8-trihydroxy-3-(4-hydroxyphenyl)dibenzo[b,d]furan-1,2-diyl diacetate (146905-24-0)

Guidance literature:

With boron tribromide; In toluene; at -78 - 20 ℃; for 5h;

DOI:10.1021/jo402492d

Reference yield:

8,9-dimethoxy-5-(methoxymethoxy)-4-(4-methoxyphenyl)-benzo[b][1,3]dioxolo[4,5-e]benzofuran (1541073-33-9) → 4,7,8-trihydroxy-3-(4-hydroxyphenyl)dibenzo[b,d]furan-1,2-diyl diacetate (146905-24-0)

Guidance literature:

Multi-step reaction with 6 steps

1.1: hydrogenchloride / tetrahydrofuran; 1,4-dioxane / 2 h / 20 °C

2.1: pyridine / dichloromethane / 0.5 h / 0 °C

3.1: toluene / 2 h / Reflux

4.1: acetic acid / 0.5 h / 20 °C

5.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C

5.2: -78 - 20 °C

5.3: 16 h

6.1: boron tribromide / toluene / 5 h / -78 - 20 °C

With pyridine; hydrogenchloride; boron tribromide; acetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; dichloromethane; toluene;

DOI:10.1021/jo402492d

Reference yield:

benzyl (8,9-dimethoxy-4-(4-methoxyphenyl)benzo[b][1,3]-dioxolo[4,5-e]benzofuran-5-yl)carbonate (1541073-38-4) → 4,7,8-trihydroxy-3-(4-hydroxyphenyl)dibenzo[b,d]furan-1,2-diyl diacetate (146905-24-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: toluene / 2 h / Reflux

2.1: acetic acid / 0.5 h / 20 °C

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C

3.2: -78 - 20 °C

3.3: 16 h

4.1: boron tribromide / toluene / 5 h / -78 - 20 °C

With boron tribromide; acetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; toluene;

DOI:10.1021/jo402492d

upstream raw materials:

4-(2-chloro-4,5-dimethoxyphenyl)-6-(methoxymethoxy)-7-(4-methoxyphenyl)benzo[d][1,3]dioxol-5-yl formate

8,9-dimethoxy-5-(methoxymethoxy)-4-(4-methoxyphenyl)-benzo[b][1,3]dioxolo[4,5-e]benzofuran

8,9-dimethoxy-4-(4-methoxyphenyl)benzo[b][1,3]dioxolo-[4,5-e]benzofuran-5-ol

benzyl (8,9-dimethoxy-4-(4-methoxyphenyl)benzo[b][1,3]-dioxolo[4,5-e]benzofuran-5-yl)carbonate

Downstream raw materials:

4,7,8-trimethoxy-3-(4-methoxyphenyl)dibenzo[b,d]furan-1,2-diyl diacetate

3-(4-hydroxyphenyl)-4,7,8-trimethoxydibenzo[b,d]furan-1,2-diyl diacetate

Refernces