7-benzyloxy-2-[(4-tert-butoxycarbonylamino)phenyl]-1,2-dihydro-N-methyl-1-oxo-4-(3,4,5-trimethoxyphenyl)-3-isoquinolinecarboxamide

Base Information

Chemical Name:7-benzyloxy-2-[(4-tert-butoxycarbonylamino)phenyl]-1,2-dihydro-N-methyl-1-oxo-4-(3,4,5-trimethoxyphenyl)-3-isoquinolinecarboxamide
CAS No.:347423-87-4
Molecular Formula:C₃₈H₃₉N₃O₈
Molecular Weight:665.743
Hs Code.:

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

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

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

There total 9 articles about 7-benzyloxy-2-[(4-tert-butoxycarbonylamino)phenyl]-1,2-dihydro-N-methyl-1-oxo-4-(3,4,5-trimethoxyphenyl)-3-isoquinolinecarboxamide 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: 76.0%

: 74-89-5
methylamine

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

: 347423-87-4
7-benzyloxy-2-[(4-tert-butoxycarbonylamino)phenyl]-1,2-dihydro-N-methyl-1-oxo-4-(3,4,5-trimethoxyphenyl)-3-isoquinolinecarboxamide

Guidance literature:: With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; at 20 ℃; for 3h;
DOI:10.1021/jm000558h

Reference yield:

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

: 347423-87-4
7-benzyloxy-2-[(4-tert-butoxycarbonylamino)phenyl]-1,2-dihydro-N-methyl-1-oxo-4-(3,4,5-trimethoxyphenyl)-3-isoquinolinecarboxamide

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: 76 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole hydrate / 3 h / 20 °C

With hydrogenchloride; sodium hydroxide; sodium chlorite; n-butyllithium; acetate buffer; potassium carbonate; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 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

: 347423-87-4
7-benzyloxy-2-[(4-tert-butoxycarbonylamino)phenyl]-1,2-dihydro-N-methyl-1-oxo-4-(3,4,5-trimethoxyphenyl)-3-isoquinolinecarboxamide

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: 76 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole hydrate / 3 h / 20 °C

With hydrogenchloride; sodium hydroxide; sodium chlorite; n-butyllithium; acetate buffer; potassium carbonate; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; recorcinol; In tetrahydrofuran; 1,4-dioxane; methanol; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm000558h