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

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Chemical Name:ethyl 7-benzyloxy-2-[(4-tert-butoxycarbonylamino)phenyl]-1,2-dihydro-1-oxo-4-(3,4,5-trimethoxyphenyl)-3-isoquinolinecarboxylate
CAS No.:347423-84-1
Molecular Formula:C₃₉H₄₀N₂O₉
Molecular Weight:680.755
Hs Code.:

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

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

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

There total 9 articles about ethyl 7-benzyloxy-2-[(4-tert-butoxycarbonylamino)phenyl]-1,2-dihydro-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: 61.0%

: 75-03-6
ethyl iodide

: 347423-83-0
7-benzyloxy-2-[(4-tert-butoxycarbonylamino)phenyl]-1,2-dihydro-1-oxo-4-(3,4,5-trimethoxyphenyl)-3-isoquinolinecarboxylic acid

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

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;
DOI:10.1021/jm000558h

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 8 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

With hydrogenchloride; sodium hydroxide; sodium chlorite; n-butyllithium; acetate buffer; potassium carbonate; N-ethyl-N,N-diisopropylamine; recorcinol; 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

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

Guidance literature:: Multi-step reaction with 8 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

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