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

Base Information

• Chemical Name: tert-butyl(3-(2-(5-isopropoxy-2,6-dimethoxy-9,10-dihydrophenanthren-3-yl)-5-methoxyphenyl)propoxy)dimethylsilane
• CAS No.: 1417802-00-6
• Molecular Formula: C₃₅H₄₈O₅Si
• Molecular Weight: 576.849

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

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

Chemical Property:

Purity/Quality:

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

There total 14 articles about tert-butyl(3-(2-(5-isopropoxy-2,6-dimethoxy-9,10-dihydrophenanthren-3-yl)-5-methoxyphenyl)propoxy)dimethylsilane 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: 87.0%

C22H39BO4Si (1417801-99-0) + 5-isopropoxy-2,6-dimethoxy-9,10-dihydrophenanthren-3-yl trifluoromethanesulfonate (1417801-90-1) → tert-butyl(3-(2-(5-isopropoxy-2,6-dimethoxy-9,10-dihydrophenanthren-3-yl)-5-methoxyphenyl)propoxy)dimethylsilane (1417802-00-6)

Guidance literature:

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; potassium bromide; In 1,4-dioxane; at 80 ℃; for 36h; Inert atmosphere;

DOI:10.1021/ol303390a

Reference yield:

5'-(benzyloxy)-2-isopropoxy-3,4'-dimethoxy-2',6-divinyl-1,1'-biphenyl (1417801-87-6) → tert-butyl(3-(2-(5-isopropoxy-2,6-dimethoxy-9,10-dihydrophenanthren-3-yl)-5-methoxyphenyl)propoxy)dimethylsilane (1417802-00-6)

Guidance literature:

Multi-step reaction with 4 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

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⁾; 5%-palladium/activated carbon; water; hydrogen; potassium bromide; In 1,4-dioxane; dichloromethane; ethyl acetate; 1: |Diels-Alder Cycloaddition;

DOI:10.1021/ol303390a

Reference yield:

2-bromo-3-isopropoxy-4-methoxybenzaldehyde (93710-50-0) → tert-butyl(3-(2-(5-isopropoxy-2,6-dimethoxy-9,10-dihydrophenanthren-3-yl)-5-methoxyphenyl)propoxy)dimethylsilane (1417802-00-6)

Guidance literature:

Multi-step reaction with 7 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 20 °C / Inert atmosphere

1.2: 8 h / 20 °C / Inert atmosphere

2.1: tert.-butyl lithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

2.2: 2 h / -78 - 20 °C / Inert atmosphere

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

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

5.1: 5%-palladium/activated carbon; hydrogen / ethyl acetate / 24 h / 31029.7 Torr / Inert atmosphere

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

7.1: water; potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium bromide / 1,4-dioxane / 36 h / 80 °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⁾; 5%-palladium/activated carbon; water; hydrogen; tert.-butyl lithium; sodium hydride; potassium bromide; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; ethyl acetate; mineral oil; 1.2: |Wittig Olefination / 3.1: |Suzuki Coupling / 4.1: |Diels-Alder Cycloaddition;

DOI:10.1021/ol303390a

upstream raw materials:

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

C₂₂H₃₉BO₄Si

5-isopropoxy-2,6-dimethoxy-9,10-dihydrophenanthren-3-yl trifluoromethanesulfonate

2-bromo-3-isopropoxy-4-methoxybenzaldehyde

Downstream raw materials:

(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

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

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

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