4H-1-Benzopyran-4-one, 7-hydroxy-5,6,8-trimethoxy-2-[4-methoxy-3-(phenylmethoxy)phenyl]-

Base Information

• Chemical Name: 4H-1-Benzopyran-4-one, 7-hydroxy-5,6,8-trimethoxy-2-[4-methoxy-3-(phenylmethoxy)phenyl]-
• CAS No.: 176662-10-5
• Molecular Formula: C26H24O8
• Molecular Weight: 464.472
• Mol file: 176662-10-5.mol

Synonyms:

Chemical Property of 4H-1-Benzopyran-4-one, 7-hydroxy-5,6,8-trimethoxy-2-[4-methoxy-3-(phenylmethoxy)phenyl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4H-1-Benzopyran-4-one, 7-hydroxy-5,6,8-trimethoxy-2-[4-methoxy-3-(phenylmethoxy)phenyl]-

There total 12 articles about 4H-1-Benzopyran-4-one, 7-hydroxy-5,6,8-trimethoxy-2-[4-methoxy-3-(phenylmethoxy)phenyl]- 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:

2,3-diacetoxy-1,4,5-trimethoxy-benzene (56002-82-5) → 2-(3-Benzyloxy-4-methoxy-phenyl)-7-hydroxy-5,6,8-trimethoxy-chromen-4-one (176662-10-5)

Guidance literature:

Multi-step reaction with 11 steps

1: 77 percent / K₂CO₃ / acetone; dimethylformamide / 50 h / Heating

2: 10percent aq. NaOH / methanol / 0.5 h / Ambient temperature

3: K₂CO₃ / acetone / 3 h / Heating

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

5: pyridine

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

7: 10percent aq. NaOH / methanol / 0.25 h / Ambient temperature

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

9: pyridine / 3 h / 60 - 70 °C

10: KOH, pyridine / 2 h / 60 °C

11: conc. H₂SO₄, HOAc / 1 h / 50 °C

With pyridine; potassium hydroxide; sodium hydroxide; sulfuric acid; boron trifluoride; hydrogen; potassium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetone;

DOI:10.1246/bcsj.69.1033

Reference yield:

1-(2-hydroxy-3,4,6-trimethoxyphenyl)ethanone (7507-98-4) → 2-(3-Benzyloxy-4-methoxy-phenyl)-7-hydroxy-5,6,8-trimethoxy-chromen-4-one (176662-10-5)

Guidance literature:

Multi-step reaction with 13 steps

1: 4percent aq. NaOH, 6percent aq. H₂O₂ / methanol / 2 h / 50 °C

2: pyridine

3: 77 percent / K₂CO₃ / acetone; dimethylformamide / 50 h / Heating

4: 10percent aq. NaOH / methanol / 0.5 h / Ambient temperature

5: K₂CO₃ / acetone / 3 h / Heating

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

7: pyridine

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

9: 10percent aq. NaOH / methanol / 0.25 h / Ambient temperature

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

11: pyridine / 3 h / 60 - 70 °C

12: KOH, pyridine / 2 h / 60 °C

13: conc. H₂SO₄, HOAc / 1 h / 50 °C

With pyridine; potassium hydroxide; sodium hydroxide; sulfuric acid; boron trifluoride; hydrogen; dihydrogen peroxide; potassium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetone;

DOI:10.1246/bcsj.69.1033

Reference yield:

1,2-dihydroxy-3,4,6-trimethoxybenzene (56002-81-4) → 2-(3-Benzyloxy-4-methoxy-phenyl)-7-hydroxy-5,6,8-trimethoxy-chromen-4-one (176662-10-5)

Guidance literature:

Multi-step reaction with 12 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

With pyridine; potassium hydroxide; sodium hydroxide; sulfuric acid; boron trifluoride; hydrogen; potassium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetone;

DOI:10.1246/bcsj.69.1033

upstream raw materials:

2,3-diacetoxy-1,4,5-trimethoxy-benzene

1-(2-hydroxy-3,4,6-trimethoxyphenyl)ethanone

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

2,3,5,6-tetramethoxyphenol

Downstream raw materials:

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

Toluene-4-sulfonic acid 7-benzyloxy-2-(3-benzyloxy-4-methoxy-phenyl)-5-hydroxy-6,8-dimethoxy-4-oxo-4H-chromen-3-yl ester

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

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