5-isopropoxy-2,6-dimethoxy-3-(4-methoxy-2-(3-(phenylsulfonyl)but-3-en-1-yl)phenyl)-9,10-dihydrophenanthrene

Base Information

Chemical Name:5-isopropoxy-2,6-dimethoxy-3-(4-methoxy-2-(3-(phenylsulfonyl)but-3-en-1-yl)phenyl)-9,10-dihydrophenanthrene
CAS No.:1417801-95-6
Molecular Formula:C₃₆H₃₈O₆S
Molecular Weight:598.76
Hs Code.:

Synonyms:5-isopropoxy-2,6-dimethoxy-3-(4-methoxy-2-(3-(phenylsulfonyl)but-3-en-1-yl)phenyl)-9,10-dihydrophenanthrene

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Chemical Property of 5-isopropoxy-2,6-dimethoxy-3-(4-methoxy-2-(3-(phenylsulfonyl)but-3-en-1-yl)phenyl)-9,10-dihydrophenanthrene

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Technology Process of 5-isopropoxy-2,6-dimethoxy-3-(4-methoxy-2-(3-(phenylsulfonyl)but-3-en-1-yl)phenyl)-9,10-dihydrophenanthrene

There total 22 articles about 5-isopropoxy-2,6-dimethoxy-3-(4-methoxy-2-(3-(phenylsulfonyl)but-3-en-1-yl)phenyl)-9,10-dihydrophenanthrene 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: 68.0%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 1417801-89-8
5-isopropoxy-2,6-dimethoxy-3-(4-methoxy-2-(3-(phenylsulfonyl)propyl)phenyl)-9,10-dihydrophenanthrene

: 1417801-95-6
5-isopropoxy-2,6-dimethoxy-3-(4-methoxy-2-(3-(phenylsulfonyl)but-3-en-1-yl)phenyl)-9,10-dihydrophenanthrene

Guidance literature:: 5-isopropoxy-2,6-dimethoxy-3-(4-methoxy-2-(3-(phenylsulfonyl)propyl)phenyl)-9,10-dihydrophenanthrene; With diethyl chlorophosphate; lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; Inert atmosphere;

formaldehyd; In tetrahydrofuran; at 0 ℃; Inert atmosphere;
DOI:10.1002/anie.201406621

Reference yield:

: 1417801-88-7
2-(4-methoxy-2-(3-(phenylsulfonyl)propyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 1417801-95-6
5-isopropoxy-2,6-dimethoxy-3-(4-methoxy-2-(3-(phenylsulfonyl)but-3-en-1-yl)phenyl)-9,10-dihydrophenanthrene

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium carbonate; water; potassium bromide; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / toluene / 36 h / 65 °C / Inert atmosphere

2.1: lithium diisopropyl amide / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

2.2: 0.33 h / -78 °C / Inert atmosphere

2.3: 0.33 h / -78 - 0 °C / Inert atmosphere

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; water; potassium carbonate; potassium bromide; lithium diisopropyl amide; In tetrahydrofuran; toluene; 2.1: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1021/ol303390a

Reference yield:

: 1417801-87-6
5'-(benzyloxy)-2-isopropoxy-3,4'-dimethoxy-2',6-divinyl-1,1'-biphenyl

: 1417801-95-6
5-isopropoxy-2,6-dimethoxy-3-(4-methoxy-2-(3-(phenylsulfonyl)but-3-en-1-yl)phenyl)-9,10-dihydrophenanthrene

Guidance literature:: Multi-step reaction with 5 steps

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

2.1: 5%-palladium/activated carbon; hydrogen / ethyl acetate / 24 h / 31029.7 Torr / Inert atmosphere

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

4.1: potassium carbonate; water; potassium bromide; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / toluene / 36 h / 65 °C / Inert atmosphere

5.1: lithium diisopropyl amide / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

5.2: 0.33 h / -78 °C / Inert atmosphere

5.3: 0.33 h / -78 - 0 °C / Inert atmosphere

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; pyridine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 5%-palladium/activated carbon; water; hydrogen; potassium carbonate; potassium bromide; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; ethyl acetate; toluene; 1.1: |Diels-Alder Cycloaddition / 5.1: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1021/ol303390a