2-((3-(4-((tert-butoxycarbonyl)(methyl)amino)phenyl)quinoxalin-6-yl)oxy)ethyl 4-methylbenzenesulfonate

Base Information

• Chemical Name: 2-((3-(4-((tert-butoxycarbonyl)(methyl)amino)phenyl)quinoxalin-6-yl)oxy)ethyl 4-methylbenzenesulfonate
• CAS No.: 1437281-33-8
• Molecular Formula: C₂₉H₃₁N₃O₆S
• Molecular Weight: 549.648
• Mol file: 1437281-33-8.mol

Synonyms:2-((3-(4-((tert-butoxycarbonyl)(methyl)amino)phenyl)quinoxalin-6-yl)oxy)ethyl 4-methylbenzenesulfonate

Chemical Property of 2-((3-(4-((tert-butoxycarbonyl)(methyl)amino)phenyl)quinoxalin-6-yl)oxy)ethyl 4-methylbenzenesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-((3-(4-((tert-butoxycarbonyl)(methyl)amino)phenyl)quinoxalin-6-yl)oxy)ethyl 4-methylbenzenesulfonate

There total 17 articles about 2-((3-(4-((tert-butoxycarbonyl)(methyl)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: 63.9%

tert-butyl (4-(7-(2-hydroxyethoxy)quinoxalin-2-yl)phenyl)(methyl)carbamate (1437281-31-6) + p-toluenesulfonyl chloride (98-59-9) → 2-((3-(4-((tert-butoxycarbonyl)(methyl)amino)phenyl)quinoxalin-6-yl)oxy)ethyl 4-methylbenzenesulfonate (1437281-33-8)

Guidance literature:

tert-butyl (4-(7-(2-hydroxyethoxy)quinoxalin-2-yl)phenyl)(methyl)carbamate; p-toluenesulfonyl chloride; With pyridine; at 0 - 20 ℃; for 1h;

With dmap;

DOI:10.1021/ml4000707

Reference yield:

4-{[tert-butyl(dimethyl)silyl]oxy}-2-nitroaniline (215656-99-8) → 2-((3-(4-((tert-butoxycarbonyl)(methyl)amino)phenyl)quinoxalin-6-yl)oxy)ethyl 4-methylbenzenesulfonate (1437281-33-8)

Guidance literature:

Multi-step reaction with 8 steps

1.1: palladium on activated charcoal; hydrogen / methanol; dichloromethane / 7 h / 20 °C

2.1: dimethyl sulfoxide / 4 h / 20 °C

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 - 50 °C

4.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 105 °C

4.2: 105 °C

5.1: pyridine / 0 - 20 °C

6.1: tetrahydrofuran / 2 h / Reflux

6.2: 5 h / Reflux

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

8.1: pyridine / 1 h / 0 - 20 °C

With pyridine; palladium on activated charcoal; tetrabutyl ammonium fluoride; hydrogen; potassium carbonate; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1021/ml4000707

Reference yield:

tert-butyl (4-(7-(2-((tert-butyldimethylsilyl)oxy)ethoxy)quinoxalin-2-yl)phenyl)(methyl)carbamate (1437281-29-2) → 2-((3-(4-((tert-butoxycarbonyl)(methyl)amino)phenyl)quinoxalin-6-yl)oxy)ethyl 4-methylbenzenesulfonate (1437281-33-8)

Guidance literature:

Multi-step reaction with 2 steps

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

2: pyridine / 1 h / 0 - 20 °C

With pyridine; tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1021/ml4000707

upstream raw materials:

2-((3-(4-(dimethylamino)phenyl)quinoxalin-6-yl)oxy)ethanol

2-((3-(4-(dimethylamino)phenyl)quinoxalin-6-yl)oxy)ethyl 4-methylbenzenesulfonate

tert-butyl (4-(7-(2-((tert-butyldimethylsilyl)oxy)ethoxy)quinoxalin-2-yl)phenyl)(methyl)carbamate

2,2-dibromo-1-(4-(dimethylamino)phenyl)ethan-1-one

Downstream raw materials:

4-(7-(2-[¹⁸F]fluoroethoxy)quinoxalin-2-yl)-N-methylaniline