3-(3-carboxybenzyl)-6-(cyclopropylmethoxy)-1-[(6-ethylbenzo[d][1,3]dioxol-5-yl)methyl]-4-oxo-1,4-dihydroquinoline-2-carboxylic acid

Base Information

Chemical Name:3-(3-carboxybenzyl)-6-(cyclopropylmethoxy)-1-[(6-ethylbenzo[d][1,3]dioxol-5-yl)methyl]-4-oxo-1,4-dihydroquinoline-2-carboxylic acid
CAS No.:1159608-75-9
Molecular Formula:C₃₂H₂₉NO₈
Molecular Weight:555.584
Hs Code.:

Synonyms:3-(3-carboxybenzyl)-6-(cyclopropylmethoxy)-1-[(6-ethylbenzo[d][1,3]dioxol-5-yl)methyl]-4-oxo-1,4-dihydroquinoline-2-carboxylic acid

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Chemical Property of 3-(3-carboxybenzyl)-6-(cyclopropylmethoxy)-1-[(6-ethylbenzo[d][1,3]dioxol-5-yl)methyl]-4-oxo-1,4-dihydroquinoline-2-carboxylic acid

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Technology Process of 3-(3-carboxybenzyl)-6-(cyclopropylmethoxy)-1-[(6-ethylbenzo[d][1,3]dioxol-5-yl)methyl]-4-oxo-1,4-dihydroquinoline-2-carboxylic acid

There total 13 articles about 3-(3-carboxybenzyl)-6-(cyclopropylmethoxy)-1-[(6-ethylbenzo[d][1,3]dioxol-5-yl)methyl]-4-oxo-1,4-dihydroquinoline-2-carboxylic 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: 96.0%

: 1159608-62-4
ethyl-6-(cyclopropylmethoxy)-3-(3-(ethoxycarbonyl)benzyl)-1-((6-ethylbenzo[d][1,3] dioxol-5-yl)methyl)-4-oxo-1,4-dihydroquinoline-2-carboxylate

: 1159608-75-9
3-(3-carboxybenzyl)-6-(cyclopropylmethoxy)-1-[(6-ethylbenzo[d][1,3]dioxol-5-yl)methyl]-4-oxo-1,4-dihydroquinoline-2-carboxylic acid

Guidance literature:: With potassium hydroxide; In ethanol; water; for 12h; Reflux;
DOI:10.1016/j.bmcl.2017.04.049

Reference yield:

: ethyl-3-(3-(2-amino-5-((tert-butyldimethylsilyl)oxy)phenyl)-3-oxopropyl)benzoate

: 1159608-75-9
3-(3-carboxybenzyl)-6-(cyclopropylmethoxy)-1-[(6-ethylbenzo[d][1,3]dioxol-5-yl)methyl]-4-oxo-1,4-dihydroquinoline-2-carboxylic acid

Guidance literature:: Multi-step reaction with 6 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

6.1: potassium hydroxide / water; ethanol / 12 h / Reflux

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

Reference yield:

(E)-3-(3-(5-hydroxy-2-nitrophenyl)-3-oxoprop-1-en-1-yl)benzoic acid: 1159608-45-3
(E)-3-(3-(5-hydroxy-2-nitrophenyl)-3-oxoprop-1-en-1-yl)benzoic acid

: 1159608-75-9
3-(3-carboxybenzyl)-6-(cyclopropylmethoxy)-1-[(6-ethylbenzo[d][1,3]dioxol-5-yl)methyl]-4-oxo-1,4-dihydroquinoline-2-carboxylic acid

Guidance literature:: Multi-step reaction with 9 steps

1.1: hydrogenchloride / ethanol / 12 h / 0 °C

2.1: 1H-imidazole / N,N-dimethyl-formamide / 48 h / 20 °C

3.1: platinum(IV) oxide / ethanol / 2 h / 20 °C / 3620.13 Torr

4.1: 1,2-dichloro-ethane / 0.25 h / 20 °C

4.2: 5 h / 20 °C

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

5.2: 4 h / 20 °C

6.1: ethanol / 2 h / 20 °C

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

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

8.2: 4 h / 20 °C

9.1: potassium hydroxide / water; ethanol / 12 h / Reflux

With 1H-imidazole; hydrogenchloride; platinum(IV) oxide; sodium hydride; potassium carbonate; triethylamine; potassium hydroxide; In ethanol; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2017.04.049