1,3-Dioxo-2-phenyl-2,3,3a,4,4a,7,9,9a-octahydro-1H-benzo[f]isoindole-5,6-dicarboxylic acid dimethyl ester

Base Information

• Chemical Name: 1,3-Dioxo-2-phenyl-2,3,3a,4,4a,7,9,9a-octahydro-1H-benzo[f]isoindole-5,6-dicarboxylic acid dimethyl ester
• CAS No.: 107967-60-2
• Molecular Formula: C₂₂H₂₁NO₆
• Molecular Weight: 395.412

Synonyms:1,3-Dioxo-2-phenyl-2,3,3a,4,4a,7,9,9a-octahydro-1H-benzo[f]isoindole-5,6-dicarboxylic acid dimethyl ester

Chemical Property of 1,3-Dioxo-2-phenyl-2,3,3a,4,4a,7,9,9a-octahydro-1H-benzo[f]isoindole-5,6-dicarboxylic acid dimethyl ester

Chemical Property:

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Technology Process of 1,3-Dioxo-2-phenyl-2,3,3a,4,4a,7,9,9a-octahydro-1H-benzo[f]isoindole-5,6-dicarboxylic acid dimethyl ester

There total 7 articles about 1,3-Dioxo-2-phenyl-2,3,3a,4,4a,7,9,9a-octahydro-1H-benzo[f]isoindole-5,6-dicarboxylic acid dimethyl ester 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: 82.0%

5-(2-Benzenesulfinyl-ethyl)-2-phenyl-3a,4,7,7a-tetrahydro-isoindole-1,3-dione (107967-52-2) + dimethyl acetylenedicarboxylate (762-42-5) → 1,3-Dioxo-2-phenyl-2,3,3a,4,4a,7,9,9a-octahydro-1H-benzo[f]isoindole-5,6-dicarboxylic acid dimethyl ester (107967-60-2)

Guidance literature:

In toluene; for 22h; Heating;

DOI:10.1246/cl.1986.1491

Reference yield:

(1-Benzenesulfinyl-3-methylene-pent-4-enyl)-trimethyl-silane → 1,3-Dioxo-2-phenyl-2,3,3a,4,4a,7,9,9a-octahydro-1H-benzo[f]isoindole-5,6-dicarboxylic acid dimethyl ester (107967-60-2)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrabutylammonium fluoride / H₂O; tetrahydrofuran / -78 °C

2: 83 percent / ethylaluminum dichloride / CH₂Cl₂ / 3 h / Ambient temperature

3: 82 percent / toluene / 22 h / Heating

With tetrabutyl ammonium fluoride; ethylaluminum dichloride; In tetrahydrofuran; dichloromethane; water; toluene;

DOI:10.1246/cl.1986.1491

Reference yield:

N-phenyl-maleimide (941-69-5) → 1,3-Dioxo-2-phenyl-2,3,3a,4,4a,7,9,9a-octahydro-1H-benzo[f]isoindole-5,6-dicarboxylic acid dimethyl ester (107967-60-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / ethylaluminum dichloride / CH₂Cl₂ / 3 h / Ambient temperature

2: 82 percent / toluene / 22 h / Heating

ethylaluminum dichloride; In dichloromethane; toluene;

DOI:10.1246/cl.1986.1491

upstream raw materials:

dimethyl acetylenedicarboxylate

5-(2-Benzenesulfinyl-ethyl)-2-phenyl-3a,4,7,7a-tetrahydro-isoindole-1,3-dione

N-phenyl-maleimide

3-methylene-5-phenylsulfinyl-1-pentene

Downstream raw materials:

1,3-Dioxo-2-phenyl-2,3,3a,4,9,9a-hexahydro-1H-benzo[f]isoindole-5,6-dicarboxylic acid dimethyl ester

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