ethyl 2-[(4-tert-butoxycarbonylamino)phenyl]-1,2-dihydro-7-hydroxy-1-oxo-4-(3,4,5-trimethoxyphenyl)-3-isoquinolinecarboxylate

Base Information

Chemical Name:ethyl 2-[(4-tert-butoxycarbonylamino)phenyl]-1,2-dihydro-7-hydroxy-1-oxo-4-(3,4,5-trimethoxyphenyl)-3-isoquinolinecarboxylate
CAS No.:347423-89-6
Molecular Formula:C₃₂H₃₄N₂O₉
Molecular Weight:590.63
Hs Code.:

Synonyms:ethyl 2-[(4-tert-butoxycarbonylamino)phenyl]-1,2-dihydro-7-hydroxy-1-oxo-4-(3,4,5-trimethoxyphenyl)-3-isoquinolinecarboxylate

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Chemical Property of ethyl 2-[(4-tert-butoxycarbonylamino)phenyl]-1,2-dihydro-7-hydroxy-1-oxo-4-(3,4,5-trimethoxyphenyl)-3-isoquinolinecarboxylate

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Technology Process of ethyl 2-[(4-tert-butoxycarbonylamino)phenyl]-1,2-dihydro-7-hydroxy-1-oxo-4-(3,4,5-trimethoxyphenyl)-3-isoquinolinecarboxylate

There total 10 articles about ethyl 2-[(4-tert-butoxycarbonylamino)phenyl]-1,2-dihydro-7-hydroxy-1-oxo-4-(3,4,5-trimethoxyphenyl)-3-isoquinolinecarboxylate 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: 90.0%

: 347423-84-1
ethyl 7-benzyloxy-2-[(4-tert-butoxycarbonylamino)phenyl]-1,2-dihydro-1-oxo-4-(3,4,5-trimethoxyphenyl)-3-isoquinolinecarboxylate

: 347423-89-6
ethyl 2-[(4-tert-butoxycarbonylamino)phenyl]-1,2-dihydro-7-hydroxy-1-oxo-4-(3,4,5-trimethoxyphenyl)-3-isoquinolinecarboxylate

Guidance literature:: With hydrogen; 10percent Pd/C; In tetrahydrofuran; methanol; at 20 ℃;
DOI:10.1021/jm000558h

Reference yield:

: 5658-49-1
N,N-dimethyl(3,4,5-trimethoxyphenyl)carboxamide

: 347423-89-6
ethyl 2-[(4-tert-butoxycarbonylamino)phenyl]-1,2-dihydro-7-hydroxy-1-oxo-4-(3,4,5-trimethoxyphenyl)-3-isoquinolinecarboxylate

Guidance literature:: Multi-step reaction with 9 steps

1.1: n-BuLi / tetrahydrofuran / 0.25 h / -78 °C

1.2: 81 percent / tetrahydrofuran / 0.5 h / -40 °C

2.1: 94 percent / 2 N HCl / tetrahydrofuran / 20 °C

3.1: 58 percent / resorcinol; acetate buffer; NaClO₂ / dioxane; H₂O / 20 °C / pH 3.8

4.1: K₂CO₃ / dimethylformamide / 20 °C

5.1: 4 N HCl / ethyl acetate / 20 °C

5.2: AcOH / dioxane / 6 h / Heating

6.1: 97 percent / 2 N aq. NaOH / tetrahydrofuran; methanol / 2 h / 20 °C

7.1: 74 percent / i-Pr₂NEt / various solvent(s) / 8 h / 110 °C

8.1: 61 percent / K₂CO₃ / dimethylformamide / 0.5 h / 20 °C

9.1: 90 percent / H₂ / 10percent Pd/C / tetrahydrofuran; methanol / 20 °C

With hydrogenchloride; sodium hydroxide; sodium chlorite; n-butyllithium; acetate buffer; hydrogen; potassium carbonate; N-ethyl-N,N-diisopropylamine; recorcinol; 10percent Pd/C; In tetrahydrofuran; 1,4-dioxane; methanol; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm000558h

Reference yield:

: 81418-49-7
5-(benzyloxy)-2-bromobenzaldehyde dimethylacetal

: 347423-89-6
ethyl 2-[(4-tert-butoxycarbonylamino)phenyl]-1,2-dihydro-7-hydroxy-1-oxo-4-(3,4,5-trimethoxyphenyl)-3-isoquinolinecarboxylate

Guidance literature:: Multi-step reaction with 9 steps

1.1: n-BuLi / tetrahydrofuran / 0.25 h / -78 °C

1.2: 81 percent / tetrahydrofuran / 0.5 h / -40 °C

2.1: 94 percent / 2 N HCl / tetrahydrofuran / 20 °C

3.1: 58 percent / resorcinol; acetate buffer; NaClO₂ / dioxane; H₂O / 20 °C / pH 3.8

4.1: K₂CO₃ / dimethylformamide / 20 °C

5.1: 4 N HCl / ethyl acetate / 20 °C

5.2: AcOH / dioxane / 6 h / Heating

6.1: 97 percent / 2 N aq. NaOH / tetrahydrofuran; methanol / 2 h / 20 °C

7.1: 74 percent / i-Pr₂NEt / various solvent(s) / 8 h / 110 °C

8.1: 61 percent / K₂CO₃ / dimethylformamide / 0.5 h / 20 °C

9.1: 90 percent / H₂ / 10percent Pd/C / tetrahydrofuran; methanol / 20 °C

With hydrogenchloride; sodium hydroxide; sodium chlorite; n-butyllithium; acetate buffer; hydrogen; potassium carbonate; N-ethyl-N,N-diisopropylamine; recorcinol; 10percent Pd/C; In tetrahydrofuran; 1,4-dioxane; methanol; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm000558h