6-(2-(3-hydroxypropyl)-4-methoxyphenyl)-3,7-dimethoxy-9,10-dihydrophenanthren-4-ol

Base Information

• Chemical Name: 6-(2-(3-hydroxypropyl)-4-methoxyphenyl)-3,7-dimethoxy-9,10-dihydrophenanthren-4-ol
• CAS No.: 1417802-01-7
• Molecular Formula: C₂₆H₂₈O₅
• Molecular Weight: 420.505

Synonyms:6-(2-(3-hydroxypropyl)-4-methoxyphenyl)-3,7-dimethoxy-9,10-dihydrophenanthren-4-ol

Chemical Property of 6-(2-(3-hydroxypropyl)-4-methoxyphenyl)-3,7-dimethoxy-9,10-dihydrophenanthren-4-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-(2-(3-hydroxypropyl)-4-methoxyphenyl)-3,7-dimethoxy-9,10-dihydrophenanthren-4-ol

There total 21 articles about 6-(2-(3-hydroxypropyl)-4-methoxyphenyl)-3,7-dimethoxy-9,10-dihydrophenanthren-4-ol 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: 89.0%

tert-butyl(3-(2-(5-isopropoxy-2,6-dimethoxy-9,10-dihydrophenanthren-3-yl)-5-methoxyphenyl)propoxy)dimethylsilane (1417802-00-6) → 6-(2-(3-hydroxypropyl)-4-methoxyphenyl)-3,7-dimethoxy-9,10-dihydrophenanthren-4-ol (1417802-01-7)

Guidance literature:

With dichloromethane; boron trichloride; In dichloromethane; at -78 - -30 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/ol303390a

Reference yield:

C18H27BO4 (1417801-85-4) → 6-(2-(3-hydroxypropyl)-4-methoxyphenyl)-3,7-dimethoxy-9,10-dihydrophenanthren-4-ol (1417802-01-7)

Guidance literature:

Multi-step reaction with 6 steps

1: water; potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 40 h / 80 °C / Inert atmosphere

2: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 22 h / 50 °C / Inert atmosphere

3: 5%-palladium/activated carbon; hydrogen / ethyl acetate / 24 h / 31029.7 Torr / Inert atmosphere

4: pyridine / dichloromethane / 0.08 h / 0 °C / Inert atmosphere

5: water; potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium bromide / 1,4-dioxane / 36 h / 80 °C / Inert atmosphere

6: boron trichloride; dichloromethane / dichloromethane / 0.5 h / -78 - -30 °C / Inert atmosphere

With pyridine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloromethane; 5%-palladium/activated carbon; water; hydrogen; boron trichloride; potassium bromide; In 1,4-dioxane; dichloromethane; ethyl acetate; 1: |Suzuki Coupling / 2: |Diels-Alder Cycloaddition;

DOI:10.1021/ol303390a

Reference yield:

5'-(benzyloxy)-2-isopropoxy-3,4'-dimethoxy-2',6-divinyl-1,1'-biphenyl (1417801-87-6) → 6-(2-(3-hydroxypropyl)-4-methoxyphenyl)-3,7-dimethoxy-9,10-dihydrophenanthren-4-ol (1417802-01-7)

Guidance literature:

Multi-step reaction with 5 steps

1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 22 h / 50 °C / Inert atmosphere

2: 5%-palladium/activated carbon; hydrogen / ethyl acetate / 24 h / 31029.7 Torr / Inert atmosphere

3: pyridine / dichloromethane / 0.08 h / 0 °C / Inert atmosphere

4: water; potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium bromide / 1,4-dioxane / 36 h / 80 °C / Inert atmosphere

5: boron trichloride; dichloromethane / dichloromethane / 0.5 h / -78 - -30 °C / Inert atmosphere

With pyridine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloromethane; 5%-palladium/activated carbon; water; hydrogen; boron trichloride; potassium bromide; In 1,4-dioxane; dichloromethane; ethyl acetate; 1: |Diels-Alder Cycloaddition;

DOI:10.1021/ol303390a

upstream raw materials:

5'-(benzyloxy)-2-isopropoxy-3,4'-dimethoxy-2',6-divinyl-1,1'-biphenyl

C₂₂H₃₉BO₄Si

tert-butyl(3-(2-(5-isopropoxy-2,6-dimethoxy-9,10-dihydrophenanthren-3-yl)-5-methoxyphenyl)propoxy)dimethylsilane

2-bromo-3-isopropoxy-4-methoxybenzaldehyde

Downstream raw materials:

4-((6-(2-(3-hydroxypropyl)-4-methoxyphenyl)-3,7-dimethoxy-9,10-dihydrophenanthren-4-yl)oxy)-2H-pyran-2-one

(E)-4-((3,7-dimethoxy-6-(4-methoxy-2-(4-(phenylsulfonyl)but-3-en-1-yl)phenyl)-9,10-dihydrophenanthren-4-yl)oxy)-2H-pyran-2-one

4-((6-(2-(but-3-yn-1-yl)-4-methoxyphenyl)-3,7-dimethoxy-9,10-dihydrophenanthren-4-yl)oxy)-2H-pyran-2-one

3-(2-(2,6-dimethoxy-5-((2-oxo-2H-pyran-4-yl)oxy)-9,10-dihydrophenanthren-3-yl)-5-methoxyphenyl)propanal

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