2-{2-[5-(tert-butyl)-2-(3-hydroxypropoxy)phenyl]-1-ethynyl}-5-(1-ethynyl)-1,4-benzenediol

Base Information

Chemical Name:2-{2-[5-(tert-butyl)-2-(3-hydroxypropoxy)phenyl]-1-ethynyl}-5-(1-ethynyl)-1,4-benzenediol
CAS No.:195990-24-0
Molecular Formula:C₂₃H₂₄O₄
Molecular Weight:364.441
Hs Code.:

Synonyms:2-{2-[5-(tert-butyl)-2-(3-hydroxypropoxy)phenyl]-1-ethynyl}-5-(1-ethynyl)-1,4-benzenediol

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Chemical Property of 2-{2-[5-(tert-butyl)-2-(3-hydroxypropoxy)phenyl]-1-ethynyl}-5-(1-ethynyl)-1,4-benzenediol

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Technology Process of 2-{2-[5-(tert-butyl)-2-(3-hydroxypropoxy)phenyl]-1-ethynyl}-5-(1-ethynyl)-1,4-benzenediol

There total 5 articles about 2-{2-[5-(tert-butyl)-2-(3-hydroxypropoxy)phenyl]-1-ethynyl}-5-(1-ethynyl)-1,4-benzenediol 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: 75.0%

: 195990-23-9
3-(4-(tert-butyl)-2-{2-[4-(1-ethynyl)-2,5-di(tetrahydro-2H-2-pyranyloxy)phenyl]-1-ethynyl}phenoxy)-1-propanol

: 195990-24-0
2-{2-[5-(tert-butyl)-2-(3-hydroxypropoxy)phenyl]-1-ethynyl}-5-(1-ethynyl)-1,4-benzenediol

Guidance literature:: With pyridinium p-toluenesulfonate; In methanol; dichloromethane; at 20 ℃; for 12h;
DOI:10.1016/S0040-4020(97)00762-X

Reference yield:

: 14753-51-6
2,5-dibromohydroquinone

: 195990-24-0
2-{2-[5-(tert-butyl)-2-(3-hydroxypropoxy)phenyl]-1-ethynyl}-5-(1-ethynyl)-1,4-benzenediol

Guidance literature:: Multi-step reaction with 5 steps

1: 99 percent / PPTS / 2.5 h / 20 °C

2: 99 percent / CuI; PPh₃ / Pd(PPh₃)4 / various solvent(s); triethylamine / 3 h / 80 °C

3: 99 percent / potassium hydroxide / CH₂Cl₂; methanol / 10 h / Heating

4: 56 percent / PPh₃; CuI / Pd(PPh₃)4 / triethylamine; CH₂Cl₂ / 68 h / 20 °C

5: 75 percent / PPTS / CH₂Cl₂; methanol / 12 h / 20 °C

With potassium hydroxide; copper(l) iodide; pyridinium p-toluenesulfonate; triphenylphosphine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; dichloromethane; triethylamine; 1: Etherification / 2: Sonogashira coupling / 3: desilylation / 4: Arylation / 5: deprotection;
DOI:10.1016/S0040-4020(97)00762-X

Reference yield:

: 195990-17-1
2-(2,5-dibromo-4-(tetrahydro-2H-pyran-2-yloxy)phenoxy)tetrahydro-2H-pyran

: 195990-24-0
2-{2-[5-(tert-butyl)-2-(3-hydroxypropoxy)phenyl]-1-ethynyl}-5-(1-ethynyl)-1,4-benzenediol

Guidance literature:: Multi-step reaction with 4 steps

1: 99 percent / CuI; PPh₃ / Pd(PPh₃)4 / various solvent(s); triethylamine / 3 h / 80 °C

2: 99 percent / potassium hydroxide / CH₂Cl₂; methanol / 10 h / Heating

3: 56 percent / PPh₃; CuI / Pd(PPh₃)4 / triethylamine; CH₂Cl₂ / 68 h / 20 °C

4: 75 percent / PPTS / CH₂Cl₂; methanol / 12 h / 20 °C

With potassium hydroxide; copper(l) iodide; pyridinium p-toluenesulfonate; triphenylphosphine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; dichloromethane; triethylamine; 1: Sonogashira coupling / 2: desilylation / 3: Arylation / 4: deprotection;
DOI:10.1016/S0040-4020(97)00762-X