phenyl 4-(4-butoxyphenylsulfanyl)-2'-[1-hydroxy-4-(5-hydroxypentyloxy)but-2-ynyl]biphenyl-3-sulfonate

Base Information

Chemical Name:phenyl 4-(4-butoxyphenylsulfanyl)-2'-[1-hydroxy-4-(5-hydroxypentyloxy)but-2-ynyl]biphenyl-3-sulfonate
CAS No.:832726-60-0
Molecular Formula:C₃₇H₄₀O₇S₂
Molecular Weight:660.852
Hs Code.:

Synonyms:phenyl 4-(4-butoxyphenylsulfanyl)-2'-[1-hydroxy-4-(5-hydroxypentyloxy)but-2-ynyl]biphenyl-3-sulfonate

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Chemical Property of phenyl 4-(4-butoxyphenylsulfanyl)-2'-[1-hydroxy-4-(5-hydroxypentyloxy)but-2-ynyl]biphenyl-3-sulfonate

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Technology Process of phenyl 4-(4-butoxyphenylsulfanyl)-2'-[1-hydroxy-4-(5-hydroxypentyloxy)but-2-ynyl]biphenyl-3-sulfonate

There total 9 articles about phenyl 4-(4-butoxyphenylsulfanyl)-2'-[1-hydroxy-4-(5-hydroxypentyloxy)but-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:

: 832726-59-7
phenyl 4-(4-butoxyphenylsulfanyl)-2'-[1-hydroxy-4-[5-(tetrahydro-2H-pyran-2-yloxy)pentyloxy]but-2-ynyl]biphenyl-3-sulfonate

: 832726-60-0
phenyl 4-(4-butoxyphenylsulfanyl)-2'-[1-hydroxy-4-(5-hydroxypentyloxy)but-2-ynyl]biphenyl-3-sulfonate

Guidance literature:: With toluene-4-sulfonic acid; In methanol; at 20 ℃; for 1h;
DOI:10.1016/j.bmc.2007.02.048

Reference yield:

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

: 832726-60-0
phenyl 4-(4-butoxyphenylsulfanyl)-2'-[1-hydroxy-4-(5-hydroxypentyloxy)but-2-ynyl]biphenyl-3-sulfonate

Guidance literature:: Multi-step reaction with 5 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 / -78 °C

4.2: tetrahydrofuran; hexane / 1 h / -78 °C

5.1: p-TsOH / methanol / 1 h / 20 °C

With n-butyllithium; potassium carbonate; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; hexane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2007.02.048

Reference yield:

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

: 832726-60-0
phenyl 4-(4-butoxyphenylsulfanyl)-2'-[1-hydroxy-4-(5-hydroxypentyloxy)but-2-ynyl]biphenyl-3-sulfonate

Guidance literature:: Multi-step reaction with 4 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 / -78 °C

3.2: tetrahydrofuran; hexane / 1 h / -78 °C

4.1: p-TsOH / methanol / 1 h / 20 °C

With n-butyllithium; potassium carbonate; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; hexane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2007.02.048