1,4-bis-(3,4-dimethoxyphenyl)-3-[2-(3,4-dimethoxyphenyl)-ethyl]-9b-hydroxy-7,8-dimethoxy-1,9b-dihydro-3H-benzo[e]indole-2,5-dione

Base Information

Chemical Name:1,4-bis-(3,4-dimethoxyphenyl)-3-[2-(3,4-dimethoxyphenyl)-ethyl]-9b-hydroxy-7,8-dimethoxy-1,9b-dihydro-3H-benzo[e]indole-2,5-dione
CAS No.:457060-14-9
Molecular Formula:C₄₀H₄₁NO₁₁
Molecular Weight:711.766
Hs Code.:

Synonyms:1,4-bis-(3,4-dimethoxyphenyl)-3-[2-(3,4-dimethoxyphenyl)-ethyl]-9b-hydroxy-7,8-dimethoxy-1,9b-dihydro-3H-benzo[e]indole-2,5-dione

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Chemical Property of 1,4-bis-(3,4-dimethoxyphenyl)-3-[2-(3,4-dimethoxyphenyl)-ethyl]-9b-hydroxy-7,8-dimethoxy-1,9b-dihydro-3H-benzo[e]indole-2,5-dione

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Technology Process of 1,4-bis-(3,4-dimethoxyphenyl)-3-[2-(3,4-dimethoxyphenyl)-ethyl]-9b-hydroxy-7,8-dimethoxy-1,9b-dihydro-3H-benzo[e]indole-2,5-dione

There total 5 articles about 1,4-bis-(3,4-dimethoxyphenyl)-3-[2-(3,4-dimethoxyphenyl)-ethyl]-9b-hydroxy-7,8-dimethoxy-1,9b-dihydro-3H-benzo[e]indole-2,5-dione 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: 73.0%

: 15964-79-1
methyl (3,4-dimethoxyphenyl)acetate

: 457060-08-1
2-(3,4-dimethoxyphenyl)-3-[2-(3,4-dimethoxyphenyl)-ethylamino]-6,7-dimethoxy-[1,4]-naphthoquinone

: 322765-98-0
permethyl ningalin C

: 457060-14-9
1,4-bis-(3,4-dimethoxyphenyl)-3-[2-(3,4-dimethoxyphenyl)-ethyl]-9b-hydroxy-7,8-dimethoxy-1,9b-dihydro-3H-benzo[e]indole-2,5-dione

Guidance literature:: methyl (3,4-dimethoxyphenyl)acetate; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

2-(3,4-dimethoxyphenyl)-3-[2-(3,4-dimethoxyphenyl)-ethylamino]-6,7-dimethoxy-[1,4]-naphthoquinone; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 - 20 ℃; Further stages.;
DOI:10.1021/ol026074s

Reference yield:

: 93-15-2
1,2-dimethoxy-4-(2-propenyl)benzene

: 457060-14-9
1,4-bis-(3,4-dimethoxyphenyl)-3-[2-(3,4-dimethoxyphenyl)-ethyl]-9b-hydroxy-7,8-dimethoxy-1,9b-dihydro-3H-benzo[e]indole-2,5-dione

Guidance literature:: Multi-step reaction with 5 steps

1.1: 65 percent / sodium hydrogen carbonate / Pd(PPh₃)4 / dimethylformamide / 24 h / Heating

2.1: 76 percent / lithium diisopropylamide / tetrahydrofuran; hexane / 3 h / -78 - 20 °C

3.1: 62 percent / hydrogen peroxide; iodine; sulfuric acid / methanol / 4 h / 20 °C

4.1: 80 percent / ethanol / 24 h / 20 °C

5.1: lithium diisopropylamide / tetrahydrofuran; hexane / 0.5 h / -78 °C

5.2: 15 percent / lithium diisopropylamide / tetrahydrofuran; hexane / -78 - 20 °C

With sulfuric acid; dihydrogen peroxide; iodine; sodium hydrogencarbonate; lithium diisopropyl amide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; ethanol; hexane; N,N-dimethyl-formamide; 1.1: Heck reaction;
DOI:10.1021/ol026074s

Reference yield:

: 65047-63-4
2-(3',4'-dimethoxyphenyl)-6,7-dimethoxy-1-naphthol

: 457060-14-9
1,4-bis-(3,4-dimethoxyphenyl)-3-[2-(3,4-dimethoxyphenyl)-ethyl]-9b-hydroxy-7,8-dimethoxy-1,9b-dihydro-3H-benzo[e]indole-2,5-dione

Guidance literature:: Multi-step reaction with 3 steps

1.1: 62 percent / hydrogen peroxide; iodine; sulfuric acid / methanol / 4 h / 20 °C

2.1: 80 percent / ethanol / 24 h / 20 °C

3.1: lithium diisopropylamide / tetrahydrofuran; hexane / 0.5 h / -78 °C

3.2: 15 percent / lithium diisopropylamide / tetrahydrofuran; hexane / -78 - 20 °C

With sulfuric acid; dihydrogen peroxide; iodine; lithium diisopropyl amide; In tetrahydrofuran; methanol; ethanol; hexane;
DOI:10.1021/ol026074s