2-((2-(4-((di-tert-butoxycarbonyl)amino)phenyl)quinoxalin-6-yl)oxy)ethyl 4-methylbenzenesulfonate

Base Information

Chemical Name:2-((2-(4-((di-tert-butoxycarbonyl)amino)phenyl)quinoxalin-6-yl)oxy)ethyl 4-methylbenzenesulfonate
CAS No.:1437281-45-2
Molecular Formula:C₃₃H₃₇N₃O₈S
Molecular Weight:635.738
Hs Code.:

Synonyms:2-((2-(4-((di-tert-butoxycarbonyl)amino)phenyl)quinoxalin-6-yl)oxy)ethyl 4-methylbenzenesulfonate

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Chemical Property of 2-((2-(4-((di-tert-butoxycarbonyl)amino)phenyl)quinoxalin-6-yl)oxy)ethyl 4-methylbenzenesulfonate

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Technology Process of 2-((2-(4-((di-tert-butoxycarbonyl)amino)phenyl)quinoxalin-6-yl)oxy)ethyl 4-methylbenzenesulfonate

There total 6 articles about 2-((2-(4-((di-tert-butoxycarbonyl)amino)phenyl)quinoxalin-6-yl)oxy)ethyl 4-methylbenzenesulfonate 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: 60.0%

: 1437281-42-9
6-(2-((tert-butyldimethylsilyl)oxy)ethoxy)-2-(p-di(tert-butoxycarbonyl)aminophenyl)quinoxaline

: 98-59-9
p-toluenesulfonyl chloride

: 1437281-45-2
2-((2-(4-((di-tert-butoxycarbonyl)amino)phenyl)quinoxalin-6-yl)oxy)ethyl 4-methylbenzenesulfonate

Guidance literature:: 6-(2-((tert-butyldimethylsilyl)oxy)ethoxy)-2-(p-di(tert-butoxycarbonyl)aminophenyl)quinoxaline; With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃; for 2h;

p-toluenesulfonyl chloride; With dmap; In pyridine; at 20 ℃; for 5h;

Reference yield:

: 1437281-38-3
6-(2-((tert-butyldimethylsilyl)oxy)ethoxy)-2-chloroquinoxaline

: 1437281-45-2
2-((2-(4-((di-tert-butoxycarbonyl)amino)phenyl)quinoxalin-6-yl)oxy)ethyl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 4 steps

1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; toluene; ethanol / 4 h / Reflux

2: triethylamine; dmap / tetrahydrofuran / 3 h / Reflux

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 - 20 °C

4: pyridine; dmap / 5 h / 20 °C

With pyridine; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; potassium carbonate; triethylamine; In tetrahydrofuran; ethanol; water; toluene;
DOI:10.1021/ml4000707

Reference yield:

: 55687-04-2
6-hydroxy-2-chloroquinoxaline

: 1437281-45-2
2-((2-(4-((di-tert-butoxycarbonyl)amino)phenyl)quinoxalin-6-yl)oxy)ethyl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 80 °C

1.2: 2.5 h / 80 °C

2.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; toluene; ethanol / 4 h / Reflux

3.1: triethylamine; dmap / tetrahydrofuran / 3 h / Reflux

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 - 20 °C

5.1: pyridine; dmap / 5 h / 20 °C

With pyridine; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; potassium carbonate; triethylamine; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ml4000707