ethyl 6-ethoxy-3-[3-(ethoxycarbonyl)benzyl]-1-[(6-ethylbenzo[d][1,3]dioxol-5-yl)methyl]-4-oxo-1,4-dihydroquinoline-2-carboxylate

Base Information

Chemical Name:ethyl 6-ethoxy-3-[3-(ethoxycarbonyl)benzyl]-1-[(6-ethylbenzo[d][1,3]dioxol-5-yl)methyl]-4-oxo-1,4-dihydroquinoline-2-carboxylate
CAS No.:1159608-55-5
Molecular Formula:C₃₄H₃₅NO₈
Molecular Weight:585.654
Hs Code.:

Synonyms:ethyl 6-ethoxy-3-[3-(ethoxycarbonyl)benzyl]-1-[(6-ethylbenzo[d][1,3]dioxol-5-yl)methyl]-4-oxo-1,4-dihydroquinoline-2-carboxylate

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Chemical Property of ethyl 6-ethoxy-3-[3-(ethoxycarbonyl)benzyl]-1-[(6-ethylbenzo[d][1,3]dioxol-5-yl)methyl]-4-oxo-1,4-dihydroquinoline-2-carboxylate

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Technology Process of ethyl 6-ethoxy-3-[3-(ethoxycarbonyl)benzyl]-1-[(6-ethylbenzo[d][1,3]dioxol-5-yl)methyl]-4-oxo-1,4-dihydroquinoline-2-carboxylate

There total 13 articles about ethyl 6-ethoxy-3-[3-(ethoxycarbonyl)benzyl]-1-[(6-ethylbenzo[d][1,3]dioxol-5-yl)methyl]-4-oxo-1,4-dihydroquinoline-2-carboxylate 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: 79.0%

: 1159608-54-4
ethyl 3-[3-(ethoxycarbonyl)benzyl]-1-[(6-ethylbenzo[d][1,3]dioxol-5-yl)methyl]-6-hydroxy-4-oxo-1,4-dihydroquinoline-2-carboxylate

: 75-03-6
ethyl iodide

: 1159608-55-5
ethyl 6-ethoxy-3-[3-(ethoxycarbonyl)benzyl]-1-[(6-ethylbenzo[d][1,3]dioxol-5-yl)methyl]-4-oxo-1,4-dihydroquinoline-2-carboxylate

Guidance literature:: ethyl 3-[3-(ethoxycarbonyl)benzyl]-1-[(6-ethylbenzo[d][1,3]dioxol-5-yl)methyl]-6-hydroxy-4-oxo-1,4-dihydroquinoline-2-carboxylate; With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃;

ethyl iodide; With potassium carbonate; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 4h;
DOI:10.1016/j.bmcl.2010.08.074

Reference yield:

: 75889-41-7
6-ethylbenzo[d][1,3]dioxole-5-carbaldehyde

: 1159608-55-5
ethyl 6-ethoxy-3-[3-(ethoxycarbonyl)benzyl]-1-[(6-ethylbenzo[d][1,3]dioxol-5-yl)methyl]-4-oxo-1,4-dihydroquinoline-2-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1,2-dichloro-ethane / 0.25 h / 20 °C

1.2: 5 h / 20 °C

2.1: triethylamine / N,N-dimethyl-formamide / 0.25 h / 0 - 20 °C

2.2: 4 h / 20 °C

3.1: ethanol / 2 h / 20 °C

4.1: hydrogenchloride / ethanol / 12 h / 0 - 20 °C

5.1: potassium carbonate; sodium hydride / N,N-dimethyl-formamide / 0.25 h / 0 °C

5.2: 4 h / 20 °C

With hydrogenchloride; sodium hydride; potassium carbonate; triethylamine; In ethanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2017.04.049

Reference yield:

: 3162-29-6
1-(benzo[d][1,3]dioxol-6-yl)ethanone

: 1159608-55-5
ethyl 6-ethoxy-3-[3-(ethoxycarbonyl)benzyl]-1-[(6-ethylbenzo[d][1,3]dioxol-5-yl)methyl]-4-oxo-1,4-dihydroquinoline-2-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: acetic acid; palladium 10% on activated carbon; ammonium formate / 1 h / Reflux; Inert atmosphere

2.1: dichloromethane / 0.25 h / 0 °C

2.2: 0 °C

3.1: 1,2-dichloro-ethane / 0.25 h / 20 °C

3.2: 5 h / 20 °C

4.1: triethylamine / N,N-dimethyl-formamide / 0.25 h / 0 - 20 °C

4.2: 4 h / 20 °C

5.1: ethanol / 2 h / 20 °C

6.1: hydrogenchloride / ethanol / 12 h / 0 - 20 °C

7.1: potassium carbonate; sodium hydride / N,N-dimethyl-formamide / 0.25 h / 0 °C

7.2: 4 h / 20 °C

With hydrogenchloride; palladium 10% on activated carbon; ammonium formate; sodium hydride; potassium carbonate; acetic acid; triethylamine; In ethanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2017.04.049