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

Base Information

Chemical Name:2-(5-((tert-butoxycarbonyl)amino)-7-((2,6-dichlorobenzyl)oxy)-2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetic acid
CAS No.:1361519-51-8
Molecular Formula:C₂₃H₂₄Cl₂N₂O₆
Molecular Weight:495.359
Hs Code.:

Synonyms:

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

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

There total 18 articles about 2-(5-((tert-butoxycarbonyl)amino)-7-((2,6-dichlorobenzyl)oxy)-2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetic acid 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: 33.0%

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

: 1361519-51-8
2-(5-((tert-butoxycarbonyl)amino)-7-((2,6-dichlorobenzyl)oxy)-2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetic acid

Guidance literature:: With water; lithium hydroxide; In tetrahydrofuran; at 20 ℃; for 4h;
DOI:10.1002/chem.201102732

Reference yield:

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

: 1361519-51-8
2-(5-((tert-butoxycarbonyl)amino)-7-((2,6-dichlorobenzyl)oxy)-2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetic acid

Guidance literature:: Multi-step reaction with 7 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

7.1: water; lithium hydroxide / tetrahydrofuran / 4 h / 20 °C

With palladium 10% on activated carbon; ammonium acetate; water; hydrogen; boron tribromide; potassium carbonate; magnesium; triethylamine; lithium hydroxide; 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

: 1361519-51-8
2-(5-((tert-butoxycarbonyl)amino)-7-((2,6-dichlorobenzyl)oxy)-2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetic acid

Guidance literature:: Multi-step reaction with 13 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

13.1: water; lithium hydroxide / tetrahydrofuran / 4 h / 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 hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; dichloromethane; chloroform; dimethyl sulfoxide; acetone; acetonitrile;
DOI:10.1002/chem.201102732