methyl 2-[(4-tert-butoxycarbonylamino)phenyl]-1,2-dihydro-6-methoxy-1-oxo-4-(3,4,5-trimethoxyphenyl)-3-isoquinolinecarboxylate

Base Information

Chemical Name:methyl 2-[(4-tert-butoxycarbonylamino)phenyl]-1,2-dihydro-6-methoxy-1-oxo-4-(3,4,5-trimethoxyphenyl)-3-isoquinolinecarboxylate
CAS No.:212490-62-5
Molecular Formula:C₃₂H₃₄N₂O₉
Molecular Weight:590.63
Hs Code.:

Synonyms:methyl 2-[(4-tert-butoxycarbonylamino)phenyl]-1,2-dihydro-6-methoxy-1-oxo-4-(3,4,5-trimethoxyphenyl)-3-isoquinolinecarboxylate

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Chemical Property of methyl 2-[(4-tert-butoxycarbonylamino)phenyl]-1,2-dihydro-6-methoxy-1-oxo-4-(3,4,5-trimethoxyphenyl)-3-isoquinolinecarboxylate

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Technology Process of methyl 2-[(4-tert-butoxycarbonylamino)phenyl]-1,2-dihydro-6-methoxy-1-oxo-4-(3,4,5-trimethoxyphenyl)-3-isoquinolinecarboxylate

There total 8 articles about methyl 2-[(4-tert-butoxycarbonylamino)phenyl]-1,2-dihydro-6-methoxy-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:

: 2-(4-tert-butoxycarbonylamino-phenyl)-6-methoxy-1-oxo-4-(3,4,5-trimethoxy-phenyl)-1,2-dihydro-isoquinoline-3-carboxylic acid

: 74-88-4
methyl iodide

: 212490-62-5
methyl 2-[(4-tert-butoxycarbonylamino)phenyl]-1,2-dihydro-6-methoxy-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:

: 86-81-7
3,4,5-trimethoxy-benzaldehyde

: 212490-62-5
methyl 2-[(4-tert-butoxycarbonylamino)phenyl]-1,2-dihydro-6-methoxy-1-oxo-4-(3,4,5-trimethoxyphenyl)-3-isoquinolinecarboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: N,N,N',N'-tertamethylethylenediamine; s-BuLi / tetrahydrofuran / 0.5 h / -78 °C

1.2: tetrahydrofuran / 0.5 h / 78 °C

1.3: 69 percent / conc. HCl / dioxane / 2 h / Heating

2.1: 95 percent / aq. KOH; pyridine; KMnO₄ / 5 h / Heating

3.1: K₂CO₃ / dimethylformamide / 20 °C

4.1: 4 N HCl / ethyl acetate / 20 °C

4.2: AcOH / dioxane / 6 h / Heating

5.1: 2 N aq. NaOH / tetrahydrofuran; methanol / 2 h / 20 °C

6.1: i-Pr₂NEt / various solvent(s) / 8 h / 110 °C

7.1: K₂CO₃ / dimethylformamide / 0.5 h / 20 °C

With pyridine; hydrogenchloride; potassium hydroxide; sodium hydroxide; potassium permanganate; N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; potassium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm000558h

Reference yield:

: 212501-06-9
5-methoxy-3-(3,4,5-trimethoxyphenyl)phthalide

: 212490-62-5
methyl 2-[(4-tert-butoxycarbonylamino)phenyl]-1,2-dihydro-6-methoxy-1-oxo-4-(3,4,5-trimethoxyphenyl)-3-isoquinolinecarboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 95 percent / aq. KOH; pyridine; KMnO₄ / 5 h / Heating

2.1: K₂CO₃ / dimethylformamide / 20 °C

3.1: 4 N HCl / ethyl acetate / 20 °C

3.2: AcOH / dioxane / 6 h / Heating

4.1: 2 N aq. NaOH / tetrahydrofuran; methanol / 2 h / 20 °C

5.1: i-Pr₂NEt / various solvent(s) / 8 h / 110 °C

6.1: K₂CO₃ / dimethylformamide / 0.5 h / 20 °C

With pyridine; hydrogenchloride; potassium hydroxide; sodium hydroxide; potassium permanganate; potassium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm000558h