7-Benzyloxy-2-(3-benzyloxy-4-methoxy-phenyl)-5-hydroxy-3,6,8-trimethoxy-chromen-4-one

Base Information

• Chemical Name: 7-Benzyloxy-2-(3-benzyloxy-4-methoxy-phenyl)-5-hydroxy-3,6,8-trimethoxy-chromen-4-one
• CAS No.: 176662-36-5
• Molecular Formula: C₃₃H₃₀O₉
• Molecular Weight: 570.596
• Mol file: 176662-36-5.mol

Synonyms:7-Benzyloxy-2-(3-benzyloxy-4-methoxy-phenyl)-5-hydroxy-3,6,8-trimethoxy-chromen-4-one

Chemical Property of 7-Benzyloxy-2-(3-benzyloxy-4-methoxy-phenyl)-5-hydroxy-3,6,8-trimethoxy-chromen-4-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-Benzyloxy-2-(3-benzyloxy-4-methoxy-phenyl)-5-hydroxy-3,6,8-trimethoxy-chromen-4-one

There total 15 articles about 7-Benzyloxy-2-(3-benzyloxy-4-methoxy-phenyl)-5-hydroxy-3,6,8-trimethoxy-chromen-4-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: 100.0%

7-Benzyloxy-2-(3-benzyloxy-4-methoxy-phenyl)-3,5,6,8-tetramethoxy-chromen-4-one → 7-Benzyloxy-2-(3-benzyloxy-4-methoxy-phenyl)-5-hydroxy-3,6,8-trimethoxy-chromen-4-one (176662-36-5)

Guidance literature:

With aluminum tri-bromide; In acetonitrile; at 0 ℃; for 0.833333h;

DOI:10.1246/bcsj.69.1033

Reference yield:

1,2-dihydroxy-3,4,6-trimethoxybenzene (56002-81-4) → 7-Benzyloxy-2-(3-benzyloxy-4-methoxy-phenyl)-5-hydroxy-3,6,8-trimethoxy-chromen-4-one (176662-36-5)

Guidance literature:

Multi-step reaction with 16 steps

1: pyridine

2: 77 percent / K₂CO₃ / acetone; dimethylformamide / 50 h / Heating

3: 10percent aq. NaOH / methanol / 0.5 h / Ambient temperature

4: K₂CO₃ / acetone / 3 h / Heating

5: H₂ / 10percent Pd/C / methanol; ethyl acetate / Ambient temperature

6: pyridine

7: 1.) AcOH, BF₃(g), 2.) pyridine / 1.) from 50 to 60 deg C, 5 h

8: 10percent aq. NaOH / methanol / 0.25 h / Ambient temperature

9: (i-Pr)2NEt / CH₂Cl₂ / 0.83 h / 5 °C

10: pyridine / 3 h / 60 - 70 °C

11: KOH, pyridine / 2 h / 60 °C

12: conc. H₂SO₄, HOAc / 1 h / 50 °C

13: 90 percent / K₂CO₃ / dimethylformamide / 0.08 h / 150 °C

14: 1.) dimethyldioxirane, 2.) p-TsOH / 1.) CH₂Cl₂, Me₂CO, 0 deg C, 12 h, 2.) CH₂Cl₂, 0 deg C, 30 min

15: K₂CO₃ / acetone / 2 h / Heating

16: 100 percent / AlBr₃ / acetonitrile / 0.83 h / 0 °C

With pyridine; potassium hydroxide; sodium hydroxide; aluminum tri-bromide; sulfuric acid; boron trifluoride; hydrogen; 3,3-dimethyldioxirane; potassium carbonate; toluene-4-sulfonic acid; acetic acid; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetone; acetonitrile;

DOI:10.1246/bcsj.69.1033

Reference yield:

2-benzyloxy-3,4,6-trimethoxyphenyl acetate (176662-05-8) → 7-Benzyloxy-2-(3-benzyloxy-4-methoxy-phenyl)-5-hydroxy-3,6,8-trimethoxy-chromen-4-one (176662-36-5)

Guidance literature:

Multi-step reaction with 14 steps

1: 10percent aq. NaOH / methanol / 0.5 h / Ambient temperature

2: K₂CO₃ / acetone / 3 h / Heating

3: H₂ / 10percent Pd/C / methanol; ethyl acetate / Ambient temperature

4: pyridine

5: 1.) AcOH, BF₃(g), 2.) pyridine / 1.) from 50 to 60 deg C, 5 h

6: 10percent aq. NaOH / methanol / 0.25 h / Ambient temperature

7: (i-Pr)2NEt / CH₂Cl₂ / 0.83 h / 5 °C

8: pyridine / 3 h / 60 - 70 °C

9: KOH, pyridine / 2 h / 60 °C

10: conc. H₂SO₄, HOAc / 1 h / 50 °C

11: 90 percent / K₂CO₃ / dimethylformamide / 0.08 h / 150 °C

12: 1.) dimethyldioxirane, 2.) p-TsOH / 1.) CH₂Cl₂, Me₂CO, 0 deg C, 12 h, 2.) CH₂Cl₂, 0 deg C, 30 min

13: K₂CO₃ / acetone / 2 h / Heating

14: 100 percent / AlBr₃ / acetonitrile / 0.83 h / 0 °C

With pyridine; potassium hydroxide; sodium hydroxide; aluminum tri-bromide; sulfuric acid; boron trifluoride; hydrogen; 3,3-dimethyldioxirane; potassium carbonate; toluene-4-sulfonic acid; acetic acid; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetone; acetonitrile;

DOI:10.1246/bcsj.69.1033

upstream raw materials:

1,2-dihydroxy-3,4,6-trimethoxybenzene

2,3,5,6-tetramethoxyphenol

2,3,5,6-tetramethoxyphenyl acetate

1-(2-Hydroxy-3,5,6-trimethoxy-4-methoxymethoxy-phenyl)-ethanone