9-(4-(2-((tert-butyldimethylsilyl)oxy)ethoxy)phenyl)-7-(dimethylamino)-2,3-dihydro-1H-cyclopenta[b]naphthalen-1-one

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Chemical Name:9-(4-(2-((tert-butyldimethylsilyl)oxy)ethoxy)phenyl)-7-(dimethylamino)-2,3-dihydro-1H-cyclopenta[b]naphthalen-1-one
CAS No.:1434515-78-2
Molecular Formula:C₂₉H₃₇NO₃Si
Molecular Weight:475.703
Hs Code.:

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

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Chemical Property of 9-(4-(2-((tert-butyldimethylsilyl)oxy)ethoxy)phenyl)-7-(dimethylamino)-2,3-dihydro-1H-cyclopenta[b]naphthalen-1-one

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Technology Process of 9-(4-(2-((tert-butyldimethylsilyl)oxy)ethoxy)phenyl)-7-(dimethylamino)-2,3-dihydro-1H-cyclopenta[b]naphthalen-1-one

There total 5 articles about 9-(4-(2-((tert-butyldimethylsilyl)oxy)ethoxy)phenyl)-7-(dimethylamino)-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: 55.0%

: 1434515-73-7
C₂₇H₃₁ClO₃Si

: 124-40-3
dimethyl amine

: 1434515-78-2
9-(4-(2-((tert-butyldimethylsilyl)oxy)ethoxy)phenyl)-7-(dimethylamino)-2,3-dihydro-1H-cyclopenta[b]naphthalen-1-one

Guidance literature:: With (SPhos) palladium(II) phenethylamine chloride; lithium hexamethyldisilazane; In tetrahydrofuran; at 85 ℃; for 3h; Sealed tube; Inert atmosphere;
DOI:10.1021/ol400292q

Reference yield:

: 1434515-69-1
(E)-1-(4-(2-((tert-butyldimethylsilyl)oxy)ethoxy)phenyl)-7-(4-chlorophenyl)hept-6-en-1-yn-3-one

: 1434515-78-2
9-(4-(2-((tert-butyldimethylsilyl)oxy)ethoxy)phenyl)-7-(dimethylamino)-2,3-dihydro-1H-cyclopenta[b]naphthalen-1-one

Guidance literature:: Multi-step reaction with 2 steps

1: 1,2-dichloro-benzene / 1 h / 225 °C / Microwave irradiation

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

With (SPhos) palladium(II) phenethylamine chloride; lithium hexamethyldisilazane; In tetrahydrofuran; 1,2-dichloro-benzene; 2: |Buchwald-Hartwig Coupling;
DOI:10.1021/ol400292q

Reference yield:

: 566949-37-9
4-(2-((tert-butyldimethylsilyl)oxy)ethoxy)benzaldehyde

: 1434515-78-2
9-(4-(2-((tert-butyldimethylsilyl)oxy)ethoxy)phenyl)-7-(dimethylamino)-2,3-dihydro-1H-cyclopenta[b]naphthalen-1-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: triphenylphosphine / dichloromethane / 0.75 h / 0 °C

1.2: 0.25 h / 0 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

3.2: 1 h / -78 °C / Inert atmosphere

4.1: 1,2-dichloro-benzene / 1 h / 225 °C / Microwave irradiation

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

With n-butyllithium; (SPhos) palladium(II) phenethylamine chloride; triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; dichloromethane; 1,2-dichloro-benzene; 5.1: |Buchwald-Hartwig Coupling;
DOI:10.1021/ol400292q