Technology Process of 5-[2,5-dimethoxy-3-(methoxymethyl)benzyl]-7-methoxy-2-methyl-1-oxo-2,3-dihydro-1H-isoindole-4-carboxylic acid
There total 18 articles about 5-[2,5-dimethoxy-3-(methoxymethyl)benzyl]-7-methoxy-2-methyl-1-oxo-2,3-dihydro-1H-isoindole-4-carboxylic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
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Multi-step reaction with 6 steps
1.1: 94 percent / acetic acid; hydrogen / PtO2 / tetrahydrofuran / 6 h / 40 - 50 °C / 3620.04 Torr
2.1: 91 percent / sodium hydride / dimethylformamide / 2.75 h / 0 - 20 °C
3.1: 82 percent / boron trichloride / CH2Cl2 / 3 h / -78 °C
4.1: 92 percent / triethylamine / CH2Cl2 / 72 h / Heating
5.1: zinc; 1,2-dibromoethane / tetrahydrofuran / 1 h / 0 °C
5.2: 85 percent / Pd(PPh3)4 / tetrahydrofuran / 2.5 h / Heating
6.1: 660 mg / lithium hydroxide / tetrahydrofuran; methanol; H2O / 24 h / 20 °C
With
lithium hydroxide; hydrogen; boron trichloride; sodium hydride; acetic acid; ethylene dibromide; triethylamine; zinc;
platinum(IV) oxide;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
5.2: Negishi coupling;
DOI:10.1021/jo0613378
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 95 percent / dppf / Pd2(dba)3 / dimethylformamide / 60 °C
2.1: 94 percent / acetic acid; hydrogen / PtO2 / tetrahydrofuran / 6 h / 40 - 50 °C / 3620.04 Torr
3.1: 91 percent / sodium hydride / dimethylformamide / 2.75 h / 0 - 20 °C
4.1: 82 percent / boron trichloride / CH2Cl2 / 3 h / -78 °C
5.1: 92 percent / triethylamine / CH2Cl2 / 72 h / Heating
6.1: zinc; 1,2-dibromoethane / tetrahydrofuran / 1 h / 0 °C
6.2: 85 percent / Pd(PPh3)4 / tetrahydrofuran / 2.5 h / Heating
7.1: 660 mg / lithium hydroxide / tetrahydrofuran; methanol; H2O / 24 h / 20 °C
With
1,1'-bis-(diphenylphosphino)ferrocene; lithium hydroxide; hydrogen; boron trichloride; sodium hydride; acetic acid; ethylene dibromide; triethylamine; zinc;
platinum(IV) oxide; tris(dibenzylideneacetone)dipalladium (0);
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
6.2: Negishi coupling;
DOI:10.1021/jo0613378
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 2-methylbutene; amidosulfonic acid; sodium chlorite / tetrahydrofuran; dimethylsulfoxide; H2O / 0.5 h
1.2: 84 percent / KHCO3 / dimethylformamide / 2 h / 20 °C
2.1: 95 percent / pyridine / CH2Cl2 / 0 - 20 °C
3.1: 95 percent / dppf / Pd2(dba)3 / dimethylformamide / 60 °C
4.1: 94 percent / acetic acid; hydrogen / PtO2 / tetrahydrofuran / 6 h / 40 - 50 °C / 3620.04 Torr
5.1: 91 percent / sodium hydride / dimethylformamide / 2.75 h / 0 - 20 °C
6.1: 82 percent / boron trichloride / CH2Cl2 / 3 h / -78 °C
7.1: 92 percent / triethylamine / CH2Cl2 / 72 h / Heating
8.1: zinc; 1,2-dibromoethane / tetrahydrofuran / 1 h / 0 °C
8.2: 85 percent / Pd(PPh3)4 / tetrahydrofuran / 2.5 h / Heating
9.1: 660 mg / lithium hydroxide / tetrahydrofuran; methanol; H2O / 24 h / 20 °C
With
pyridine; 1,1'-bis-(diphenylphosphino)ferrocene; lithium hydroxide; sodium chlorite; aminosulfonic acid; hydrogen; boron trichloride; sodium hydride; 2-Methyl-1-butene; acetic acid; ethylene dibromide; triethylamine; zinc;
platinum(IV) oxide; tris(dibenzylideneacetone)dipalladium (0);
In
tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
8.2: Negishi coupling;
DOI:10.1021/jo0613378