ethyl 2-(5-((tert-butoxycarbonyl)amino)-7-((2,6-dichlorobenzyl)oxy)-2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetate

Base Information

Chemical Name:ethyl 2-(5-((tert-butoxycarbonyl)amino)-7-((2,6-dichlorobenzyl)oxy)-2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetate
CAS No.:1361519-57-4
Molecular Formula:C₂₅H₂₈Cl₂N₂O₆
Molecular Weight:523.413
Hs Code.:

Synonyms:ethyl 2-(5-((tert-butoxycarbonyl)amino)-7-((2,6-dichlorobenzyl)oxy)-2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetate

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Chemical Property of ethyl 2-(5-((tert-butoxycarbonyl)amino)-7-((2,6-dichlorobenzyl)oxy)-2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetate

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Technology Process of ethyl 2-(5-((tert-butoxycarbonyl)amino)-7-((2,6-dichlorobenzyl)oxy)-2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetate

There total 19 articles about ethyl 2-(5-((tert-butoxycarbonyl)amino)-7-((2,6-dichlorobenzyl)oxy)-2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetate 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: 50.0%

: 1361519-50-7
tert-butyl (7-((2,6-dichlorobenzyl)oxy)-2-oxo-1,2,3,4-tetrahydroquinolin-5-yl)carbamate

: 105-36-2
ethyl bromoacetate

: 1361519-57-4
ethyl 2-(5-((tert-butoxycarbonyl)amino)-7-((2,6-dichlorobenzyl)oxy)-2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetate

Guidance literature:: tert-butyl (7-((2,6-dichlorobenzyl)oxy)-2-oxo-1,2,3,4-tetrahydroquinolin-5-yl)carbamate; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃;

ethyl bromoacetate; In tetrahydrofuran; at -78 - 20 ℃;
DOI:10.1002/chem.201102732

Reference yield:

: 1361519-42-7
ethyl 3-(3-hydroxy-4-methoxy-2,6-dinitrophenyl)propanoate

: 1361519-57-4
ethyl 2-(5-((tert-butoxycarbonyl)amino)-7-((2,6-dichlorobenzyl)oxy)-2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetate

Guidance literature:: Multi-step reaction with 6 steps

1.1: triethylamine / dichloromethane / 0 °C / Inert atmosphere

2.1: palladium 10% on activated carbon; ammonium acetate; hydrogen; magnesium / methanol / 24 h / 2068.65 - 2585.81 Torr

3.1: boron tribromide / dichloromethane / Inert atmosphere

4.1: tetrahydrofuran / Inert atmosphere

5.1: potassium carbonate / acetonitrile / 2 h / 60 °C

6.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 °C

6.2: -78 - 20 °C

With palladium 10% on activated carbon; ammonium acetate; hydrogen; boron tribromide; potassium carbonate; magnesium; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1002/chem.201102732

Reference yield:

: 1361519-61-0
ethyl 2-(3-hydroxy-4-methoxy-2,6-dinitrophenyl)acetate

: 1361519-57-4
ethyl 2-(5-((tert-butoxycarbonyl)amino)-7-((2,6-dichlorobenzyl)oxy)-2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetate

Guidance literature:: Multi-step reaction with 12 steps

1.1: potassium carbonate / acetone / 22 h / Reflux

2.1: water; sodium hydroxide / 1,4-dioxane; ethanol / 0.58 h / 20 °C

3.1: thionyl chloride / chloroform / 1 h / Reflux

4.1: tetrahydrofuran; diethyl ether / 1.17 h / 0 - 20 °C / Inert atmosphere

5.1: silver benzoate; triethylamine / tetrahydrofuran / 3.5 h / 20 °C / Inert atmosphere; Darkness

6.1: palladium 10% on activated carbon; hydrogen / 1,4-dioxane / 0.58 h / 517.16 Torr

7.1: silver(l) oxide / chloroform; dimethyl sulfoxide / 72 h / Darkness; Reflux

8.1: palladium 10% on activated carbon; hydrogen / 1,4-dioxane / 48 h / 2068.65 - 2585.81 Torr

9.1: boron tribromide / dichloromethane / Inert atmosphere

10.1: tetrahydrofuran / Inert atmosphere

11.1: potassium carbonate / acetonitrile / 2 h / 60 °C

12.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 °C

12.2: -78 - 20 °C

With thionyl chloride; palladium 10% on activated carbon; water; hydrogen; silver benzoate; boron tribromide; potassium carbonate; triethylamine; sodium hydroxide; silver(l) oxide; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; dichloromethane; chloroform; dimethyl sulfoxide; acetone; acetonitrile;
DOI:10.1002/chem.201102732