phenyl 4-(4-butoxyphenylsulfanyl)-2'-(1-hydroxy-1-methyltridec-2-ynyl)biphenyl-3-sulfonate

Base Information

Chemical Name:phenyl 4-(4-butoxyphenylsulfanyl)-2'-(1-hydroxy-1-methyltridec-2-ynyl)biphenyl-3-sulfonate
CAS No.:936833-33-9
Molecular Formula:C₄₂H₅₀O₅S₂
Molecular Weight:698.988
Hs Code.:

Synonyms:phenyl 4-(4-butoxyphenylsulfanyl)-2'-(1-hydroxy-1-methyltridec-2-ynyl)biphenyl-3-sulfonate

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Chemical Property of phenyl 4-(4-butoxyphenylsulfanyl)-2'-(1-hydroxy-1-methyltridec-2-ynyl)biphenyl-3-sulfonate

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Technology Process of phenyl 4-(4-butoxyphenylsulfanyl)-2'-(1-hydroxy-1-methyltridec-2-ynyl)biphenyl-3-sulfonate

There total 8 articles about phenyl 4-(4-butoxyphenylsulfanyl)-2'-(1-hydroxy-1-methyltridec-2-ynyl)biphenyl-3-sulfonate 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: 72.0%

: 936833-32-8
phenyl 4-(4-butoxyphenylsulfanyl)-2'-(tridec-2-ynoyl)biphenyl-3-sulfonate

: 75-16-1
methylmagnesium bromide

: 936833-33-9
phenyl 4-(4-butoxyphenylsulfanyl)-2'-(1-hydroxy-1-methyltridec-2-ynyl)biphenyl-3-sulfonate

Guidance literature:: In tetrahydrofuran; at -78 ℃; for 2h;
DOI:10.1016/j.bmc.2007.02.048

Reference yield:

: 158153-88-9
phenyl 2,5-dibromobenzenesulfonate

: 936833-33-9
phenyl 4-(4-butoxyphenylsulfanyl)-2'-(1-hydroxy-1-methyltridec-2-ynyl)biphenyl-3-sulfonate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 77 percent / ethyldiisopropylamine / dimethylformamide / 6 h / 80 °C

2.1: 82 percent / DBU / dimethylformamide / 4 h / 60 °C

3.1: 90 percent / aq. K₂CO₃ / Pd(PPh₃)4 / 1,2-dimethoxy-ethane / 5 h / 60 °C

4.1: n-BuLi / tetrahydrofuran; hexane / 0.17 h / -45 °C

4.2: 83 percent / tetrahydrofuran; hexane / 1 h / -45 °C

5.1: 85 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 0 °C

6.1: 72 percent / tetrahydrofuran / 2 h / -78 °C

With n-butyllithium; potassium carbonate; Dess-Martin periodane; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,2-dimethoxyethane; hexane; dichloromethane; N,N-dimethyl-formamide; 6.1: Grignard reaction;
DOI:10.1016/j.bmc.2007.02.048

Reference yield:

: 832725-65-2
phenyl 5-bromo-2-(4-hydroxyphenylsulfanyl)benzenesulfonate

: 936833-33-9
phenyl 4-(4-butoxyphenylsulfanyl)-2'-(1-hydroxy-1-methyltridec-2-ynyl)biphenyl-3-sulfonate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 82 percent / DBU / dimethylformamide / 4 h / 60 °C

2.1: 90 percent / aq. K₂CO₃ / Pd(PPh₃)4 / 1,2-dimethoxy-ethane / 5 h / 60 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 0.17 h / -45 °C

3.2: 83 percent / tetrahydrofuran; hexane / 1 h / -45 °C

4.1: 85 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 0 °C

5.1: 72 percent / tetrahydrofuran / 2 h / -78 °C

With n-butyllithium; potassium carbonate; Dess-Martin periodane; 1,8-diazabicyclo[5.4.0]undec-7-ene; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,2-dimethoxyethane; hexane; dichloromethane; N,N-dimethyl-formamide; 5.1: Grignard reaction;
DOI:10.1016/j.bmc.2007.02.048