5-(2,5-dimethoxybenzyl)-7-methoxy-2-methyl-1-oxo-2,3-dihydro-1H-isoindole-4-carboxylic acid

Base Information

Chemical Name:5-(2,5-dimethoxybenzyl)-7-methoxy-2-methyl-1-oxo-2,3-dihydro-1H-isoindole-4-carboxylic acid
CAS No.:914607-23-1
Molecular Formula:C₂₀H₂₁NO₆
Molecular Weight:371.39
Hs Code.:

Synonyms:5-(2,5-dimethoxybenzyl)-7-methoxy-2-methyl-1-oxo-2,3-dihydro-1H-isoindole-4-carboxylic acid

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Chemical Property of 5-(2,5-dimethoxybenzyl)-7-methoxy-2-methyl-1-oxo-2,3-dihydro-1H-isoindole-4-carboxylic acid

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Technology Process of 5-(2,5-dimethoxybenzyl)-7-methoxy-2-methyl-1-oxo-2,3-dihydro-1H-isoindole-4-carboxylic acid

There total 11 articles about 5-(2,5-dimethoxybenzyl)-7-methoxy-2-methyl-1-oxo-2,3-dihydro-1H-isoindole-4-carboxylic acid 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: 37.0%

: 914607-22-0
methyl 5-(2,5-dimethoxybenzyl)-7-methoxy-2-methyl-1-oxo-2,3-dihydro-1H-isoindole-4-carboxylate

: 914607-23-1
5-(2,5-dimethoxybenzyl)-7-methoxy-2-methyl-1-oxo-2,3-dihydro-1H-isoindole-4-carboxylic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; methanol; water; at 20 ℃; for 40h;
DOI:10.1021/jo0613378

Reference yield:

: 914607-16-2
methyl 5,7-dimethoxy-1-oxo-2,3-dihydro-1H-isoindole-4-carboxylate

: 914607-23-1
5-(2,5-dimethoxybenzyl)-7-methoxy-2-methyl-1-oxo-2,3-dihydro-1H-isoindole-4-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 91 percent / sodium hydride / dimethylformamide / 2.75 h / 0 - 20 °C

2: 82 percent / boron trichloride / CH₂Cl₂ / 3 h / -78 °C

3: 92 percent / triethylamine / CH₂Cl₂ / 72 h / Heating

4: 94 percent / Pd(PPh₃)4 / tetrahydrofuran / 1.17 h / Heating

5: 37 percent / lithium hydroxide / tetrahydrofuran; methanol; H₂O / 40 h / 20 °C

With lithium hydroxide; boron trichloride; sodium hydride; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; 4: Negishi coupling;
DOI:10.1021/jo0613378

Reference yield:

: 914607-15-1
dimethyl 2-cyano-4,6-dimethoxy-1,3-benzenedicarboxylate

: 914607-23-1
5-(2,5-dimethoxybenzyl)-7-methoxy-2-methyl-1-oxo-2,3-dihydro-1H-isoindole-4-carboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 94 percent / acetic acid; hydrogen / PtO₂ / tetrahydrofuran / 6 h / 40 - 50 °C / 3620.04 Torr

2: 91 percent / sodium hydride / dimethylformamide / 2.75 h / 0 - 20 °C

3: 82 percent / boron trichloride / CH₂Cl₂ / 3 h / -78 °C

4: 92 percent / triethylamine / CH₂Cl₂ / 72 h / Heating

5: 94 percent / Pd(PPh₃)4 / tetrahydrofuran / 1.17 h / Heating

6: 37 percent / lithium hydroxide / tetrahydrofuran; methanol; H₂O / 40 h / 20 °C

With lithium hydroxide; hydrogen; boron trichloride; sodium hydride; acetic acid; triethylamine; platinum(IV) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; 5: Negishi coupling;
DOI:10.1021/jo0613378