8,10-bis(benzyloxy)-11-hydroxy-3-methoxy-1-methylbenzoxanthen-12-one

Base Information

• Chemical Name: 8,10-bis(benzyloxy)-11-hydroxy-3-methoxy-1-methylbenzoxanthen-12-one
• CAS No.: 65857-83-2
• Molecular Formula: C₃₃H₂₆O₆
• Molecular Weight: 518.566

Synonyms:

Chemical Property of 8,10-bis(benzyloxy)-11-hydroxy-3-methoxy-1-methylbenzoxanthen-12-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 8,10-bis(benzyloxy)-11-hydroxy-3-methoxy-1-methylbenzoxanthen-12-one

There total 16 articles about 8,10-bis(benzyloxy)-11-hydroxy-3-methoxy-1-methylbenzoxanthen-12-one 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: 32.0%

1,3-bis(benzyloxy)-7-(2-benzyloxy-4-methoxy-6-methylbenzoyl)-6-(2-benzyloxy-4-methoxy-6-methylbenzoyloxy)-8-hydroxynaphthalene (65857-81-0) → 8,10-bis(benzyloxy)-11-hydroxy-3-methoxy-1-methylbenzoxanthen-12-one (65857-83-2) + 1,3-bis(benzyloxy)-6-hydroxy-10-methoxy-8-methylbenzoxanthen-7-one (65900-57-4)

Guidance literature:

With potassium hydroxide; In 1,4-dioxane; ethanol; for 2.5h; Heating;

DOI:10.1039/P19810002710

Reference yield:

3,5-Dihydroxybenzoic acid (99-10-5) → 8,10-bis(benzyloxy)-11-hydroxy-3-methoxy-1-methylbenzoxanthen-12-one (65857-83-2)

Guidance literature:

Multi-step reaction with 10 steps

1: K₂CO₃ / acetone / 72 h / Heating

2: NaOH / ethanol / 1.5 h / Heating

3: thionyl chloride / benzene / 1 h / Heating

4: Et₃N / diethyl ether / 4 h

5: 86 percent / silver benzoate, Et₃N / 1 h / Heating

6: 55 percent / AcOH, perchloric acid (3 drops) / 0.25 h / Ambient temperature

7: NaH / tetrahydrofuran / 2 h / Ambient temperature

8: tetrahydrofuran / 0.5 h

9: 27 percent / ethanol / 1 h / Irradiation

10: 9 percent / KOH (40percent) / ethanol; dioxane / 2.5 h / Heating

With potassium hydroxide; sodium hydroxide; thionyl chloride; perchloric acid; silver benzoate; sodium hydride; potassium carbonate; acetic acid; triethylamine; In tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; acetone; benzene;

DOI:10.1039/P19810002710

Reference yield:

3,5-dibenzyloxybenzoic acid (28917-43-3) → 8,10-bis(benzyloxy)-11-hydroxy-3-methoxy-1-methylbenzoxanthen-12-one (65857-83-2)

Guidance literature:

Multi-step reaction with 8 steps

1: thionyl chloride / benzene / 1 h / Heating

2: Et₃N / diethyl ether / 4 h

3: 86 percent / silver benzoate, Et₃N / 1 h / Heating

4: 55 percent / AcOH, perchloric acid (3 drops) / 0.25 h / Ambient temperature

5: NaH / tetrahydrofuran / 2 h / Ambient temperature

6: tetrahydrofuran / 0.5 h

7: 27 percent / ethanol / 1 h / Irradiation

8: 9 percent / KOH (40percent) / ethanol; dioxane / 2.5 h / Heating

With potassium hydroxide; thionyl chloride; perchloric acid; silver benzoate; sodium hydride; acetic acid; triethylamine; In tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; benzene;

DOI:10.1039/P19810002710

upstream raw materials:

1,3-bis(benzyloxy)-7-(2-benzyloxy-4-methoxy-6-methylbenzoyl)-6-(2-benzyloxy-4-methoxy-6-methylbenzoyloxy)-8-hydroxynaphthalene

3,5-Dihydroxybenzoic acid

3,5-dibenzyloxybenzoic acid

2-hydroxy-4-methoxy-6-methylbenzoic acid

Downstream raw materials:

8,10-bis(benzyloxy)-3-methoxy-1-methylbenzoxanthen-6,11,12-trione

norbikaverin

bikaverin

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