7-(dimethylamino)-9-(4-ethynylphenyl)-2,3-dihydro-1H-cyclopenta[b]naphthalen-1-one

Base Information

Chemical Name:7-(dimethylamino)-9-(4-ethynylphenyl)-2,3-dihydro-1H-cyclopenta[b]naphthalen-1-one
CAS No.:1434516-00-3
Molecular Formula:C₂₃H₁₉NO
Molecular Weight:325.41
Hs Code.:

Synonyms:7-(dimethylamino)-9-(4-ethynylphenyl)-2,3-dihydro-1H-cyclopenta[b]naphthalen-1-one

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Chemical Property of 7-(dimethylamino)-9-(4-ethynylphenyl)-2,3-dihydro-1H-cyclopenta[b]naphthalen-1-one

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Technology Process of 7-(dimethylamino)-9-(4-ethynylphenyl)-2,3-dihydro-1H-cyclopenta[b]naphthalen-1-one

There total 4 articles about 7-(dimethylamino)-9-(4-ethynylphenyl)-2,3-dihydro-1H-cyclopenta[b]naphthalen-1-one 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: 59.0%

: 1434515-98-6
4-(6-(dimethylamino)-3-oxo-2,3-dihydro-1H-cyclopenta[b]naphthalen-4-yl)benzaldehyde

: 90965-06-3
dimethyl 1-(1-diazo-2-oxopropyl)phosphonate

: 1434516-00-3
7-(dimethylamino)-9-(4-ethynylphenyl)-2,3-dihydro-1H-cyclopenta[b]naphthalen-1-one

Guidance literature:: With potassium carbonate; In methanol; at 20 ℃; Inert atmosphere;
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

: 1434516-00-3
7-(dimethylamino)-9-(4-ethynylphenyl)-2,3-dihydro-1H-cyclopenta[b]naphthalen-1-one

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: Dess-Martin periodane / dichloromethane / 0.33 h / 0 - 20 °C

4: potassium carbonate / methanol / 20 °C / Inert atmosphere

With (SPhos) palladium(II) phenethylamine chloride; tetrabutyl ammonium fluoride; potassium carbonate; Dess-Martin periodane; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; 1: |Buchwald-Hartwig Coupling / 3: |Dess-Martin Oxidation;
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

: 1434516-00-3
7-(dimethylamino)-9-(4-ethynylphenyl)-2,3-dihydro-1H-cyclopenta[b]naphthalen-1-one

Guidance literature:: Multi-step reaction with 3 steps

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

2: Dess-Martin periodane / dichloromethane / 0.33 h / 0 - 20 °C

3: potassium carbonate / methanol / 20 °C / Inert atmosphere

With tetrabutyl ammonium fluoride; potassium carbonate; Dess-Martin periodane; In tetrahydrofuran; methanol; dichloromethane; 2: |Dess-Martin Oxidation;
DOI:10.1021/ol400292q