1-(4-(6-(dimethylamino)-3-oxo-2,3-dihydro-1H-cyclopenta[b]naphthalen-4-yl)benzyl)-1H-pyrrole-2,5-dione

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Chemical Name:1-(4-(6-(dimethylamino)-3-oxo-2,3-dihydro-1H-cyclopenta[b]naphthalen-4-yl)benzyl)-1H-pyrrole-2,5-dione
CAS No.:1434515-90-8
Molecular Formula:C₂₆H₂₂N₂O₃
Molecular Weight:410.472
Hs Code.:

Synonyms:1-(4-(6-(dimethylamino)-3-oxo-2,3-dihydro-1H-cyclopenta[b]naphthalen-4-yl)benzyl)-1H-pyrrole-2,5-dione

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Chemical Property of 1-(4-(6-(dimethylamino)-3-oxo-2,3-dihydro-1H-cyclopenta[b]naphthalen-4-yl)benzyl)-1H-pyrrole-2,5-dione

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Technology Process of 1-(4-(6-(dimethylamino)-3-oxo-2,3-dihydro-1H-cyclopenta[b]naphthalen-4-yl)benzyl)-1H-pyrrole-2,5-dione

There total 4 articles about 1-(4-(6-(dimethylamino)-3-oxo-2,3-dihydro-1H-cyclopenta[b]naphthalen-4-yl)benzyl)-1H-pyrrole-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: 75.0%

: 1434515-88-4
2-(4-((6-dimethylamino)-3-oxo-2,3-dihydro-1H-cyclopenta[b]naphthalen-4-yl)benzyl)-3a,4,7,7a-tetrahydro-1H-4,7-epoxyisoindole-1,3(2H)dione

: 1434515-90-8
1-(4-(6-(dimethylamino)-3-oxo-2,3-dihydro-1H-cyclopenta[b]naphthalen-4-yl)benzyl)-1H-pyrrole-2,5-dione

Guidance literature:: at 145 ℃; for 1h;
DOI:10.1021/ol400292q

Reference yield:

: 1434515-75-9
9-(4-(((tert-butyldimethylsilyl)oxy)methyl)phenyl)-7-chloro-2,3-dihydro-1H-cyclopenta[b]naphthalen-1-one

: 1434515-90-8
1-(4-(6-(dimethylamino)-3-oxo-2,3-dihydro-1H-cyclopenta[b]naphthalen-4-yl)benzyl)-1H-pyrrole-2,5-dione

Guidance literature:: Multi-step reaction with 4 steps

1: (SPhos) palladium(II) phenethylamine chloride; lithium hexamethyldisilazane / tetrahydrofuran / 3 h / 85 °C / Sealed tube; Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

3: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere

4: 1 h / 145 °C

With di-isopropyl azodicarboxylate; (SPhos) palladium(II) phenethylamine chloride; tetrabutyl ammonium fluoride; triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; 1: |Buchwald-Hartwig Coupling / 3: |Mitsunobu Displacement / 4: |Diels-Alder Cycloaddition;
DOI:10.1021/ol400292q

Reference yield:

: 1434515-80-6
9-(4-(((tert-butyldimethylsilyl)oxy)methyl)phenyl)-7-(dimethylamino)-2,3-dihydro-1H-cyclopenta[b]naphthalen-1-one

: 1434515-90-8
1-(4-(6-(dimethylamino)-3-oxo-2,3-dihydro-1H-cyclopenta[b]naphthalen-4-yl)benzyl)-1H-pyrrole-2,5-dione

Guidance literature:: Multi-step reaction with 3 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

2: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere

3: 1 h / 145 °C

With di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; triphenylphosphine; In tetrahydrofuran; 2: |Mitsunobu Displacement / 3: |Diels-Alder Cycloaddition;
DOI:10.1021/ol400292q