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

Base Information

Chemical Name:9-(4-(((tert-butyldimethylsilyl)oxy)methyl)phenyl)-7-(dimethylamino)-2,3-dihydro-1H-cyclopenta[b]naphthalen-1-one
CAS No.:1434515-80-6
Molecular Formula:C₂₈H₃₅NO₂Si
Molecular Weight:445.677
Hs Code.:

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

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

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

There total 1 articles about 9-(4-(((tert-butyldimethylsilyl)oxy)methyl)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: 52.0%

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

: 124-40-3
dimethyl amine

: 1434515-80-6
9-(4-(((tert-butyldimethylsilyl)oxy)methyl)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: 97.0%

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

: 1434515-84-0
7-(dimethylamino)-9-(4-(hydroxymethyl)phenyl)-2,3-dihydro-1H-cyclopenta[b]naphthalen-1-one

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h;
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