methyl 5-[2,5-dimethoxy-3-(methoxymethyl)benzyl]-7-methoxy-2-methyl-1-oxo-2,3-dihydro-1H-isoindole-4-carboxylate

Base Information

Chemical Name:methyl 5-[2,5-dimethoxy-3-(methoxymethyl)benzyl]-7-methoxy-2-methyl-1-oxo-2,3-dihydro-1H-isoindole-4-carboxylate
CAS No.:914607-27-5
Molecular Formula:C₂₃H₂₇NO₇
Molecular Weight:429.47
Hs Code.:

Synonyms:methyl 5-[2,5-dimethoxy-3-(methoxymethyl)benzyl]-7-methoxy-2-methyl-1-oxo-2,3-dihydro-1H-isoindole-4-carboxylate

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Chemical Property of methyl 5-[2,5-dimethoxy-3-(methoxymethyl)benzyl]-7-methoxy-2-methyl-1-oxo-2,3-dihydro-1H-isoindole-4-carboxylate

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Technology Process of methyl 5-[2,5-dimethoxy-3-(methoxymethyl)benzyl]-7-methoxy-2-methyl-1-oxo-2,3-dihydro-1H-isoindole-4-carboxylate

There total 16 articles about methyl 5-[2,5-dimethoxy-3-(methoxymethyl)benzyl]-7-methoxy-2-methyl-1-oxo-2,3-dihydro-1H-isoindole-4-carboxylate 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: 85.0%

: 914607-13-9
1-(bromomethyl)-2,5-dimethoxy-3-(methoxymethyl)benzene

: 914607-14-0
methyl 7-methoxy-2-methyl-1-oxo-5-(trifluoromethanesulfonyloxy)-2,3-dihydro-1H-isoindole-4-carboxylate

: 914607-27-5
methyl 5-[2,5-dimethoxy-3-(methoxymethyl)benzyl]-7-methoxy-2-methyl-1-oxo-2,3-dihydro-1H-isoindole-4-carboxylate

Guidance literature:: 1-(bromomethyl)-2,5-dimethoxy-3-(methoxymethyl)benzene; With ethylene dibromide; zinc; In tetrahydrofuran; at 0 ℃; for 1h;

methyl 7-methoxy-2-methyl-1-oxo-5-(trifluoromethanesulfonyloxy)-2,3-dihydro-1H-isoindole-4-carboxylate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; for 2.5h; Heating;
DOI:10.1021/jo0613378

Reference yield:

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

: 914607-27-5
methyl 5-[2,5-dimethoxy-3-(methoxymethyl)benzyl]-7-methoxy-2-methyl-1-oxo-2,3-dihydro-1H-isoindole-4-carboxylate

Guidance literature:: Multi-step reaction with 5 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

With hydrogen; boron trichloride; sodium hydride; acetic acid; ethylene dibromide; triethylamine; zinc; platinum(IV) oxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 5.2: Negishi coupling;
DOI:10.1021/jo0613378

Reference yield:

: 914607-32-2
4,6-dimethoxy-2-trifluoromethanesulfonyloxy-isophthalic acid dimethyl ester

: 914607-27-5
methyl 5-[2,5-dimethoxy-3-(methoxymethyl)benzyl]-7-methoxy-2-methyl-1-oxo-2,3-dihydro-1H-isoindole-4-carboxylate

Guidance literature:: Multi-step reaction with 6 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

With 1,1'-bis-(diphenylphosphino)ferrocene; hydrogen; boron trichloride; sodium hydride; acetic acid; ethylene dibromide; triethylamine; zinc; platinum(IV) oxide; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 6.2: Negishi coupling;
DOI:10.1021/jo0613378