7-(tert-butyl-dimethyl-silanyloxy)-3-[4-(tert-butyl-dimethyl-silanyloxy)-3-fluoro-phenyl]-1-ethynyl-naphthalene

Base Information

Chemical Name:7-(tert-butyl-dimethyl-silanyloxy)-3-[4-(tert-butyl-dimethyl-silanyloxy)-3-fluoro-phenyl]-1-ethynyl-naphthalene
CAS No.:858946-68-6
Molecular Formula:C₃₀H₃₉FO₂Si₂
Molecular Weight:506.808
Hs Code.:

7-(<i>tert</i>-butyl-dimethyl-silanyloxy)-3-[4-(<i>tert</i>-butyl-dimethyl-silanyloxy)-3-fluoro-phenyl]-1-ethynyl-naphthalene

Synonyms:7-(tert-butyl-dimethyl-silanyloxy)-3-[4-(tert-butyl-dimethyl-silanyloxy)-3-fluoro-phenyl]-1-ethynyl-naphthalene

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Chemical Property of 7-(tert-butyl-dimethyl-silanyloxy)-3-[4-(tert-butyl-dimethyl-silanyloxy)-3-fluoro-phenyl]-1-ethynyl-naphthalene

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Technology Process of 7-(tert-butyl-dimethyl-silanyloxy)-3-[4-(tert-butyl-dimethyl-silanyloxy)-3-fluoro-phenyl]-1-ethynyl-naphthalene

There total 11 articles about 7-(tert-butyl-dimethyl-silanyloxy)-3-[4-(tert-butyl-dimethyl-silanyloxy)-3-fluoro-phenyl]-1-ethynyl-naphthalene 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: 77.0%

: 858946-09-5
8-ethynyl-6-(3-fluoro-4-hydroxy-phenyl)-naphthalen-2-ol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 858946-68-6
7-(tert-butyl-dimethyl-silanyloxy)-3-[4-(tert-butyl-dimethyl-silanyloxy)-3-fluoro-phenyl]-1-ethynyl-naphthalene

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide;
DOI:10.1021/jm058173s

Reference yield:

: 6836-19-7
7-Methoxy-1-tetralone

: 858946-68-6
7-(tert-butyl-dimethyl-silanyloxy)-3-[4-(tert-butyl-dimethyl-silanyloxy)-3-fluoro-phenyl]-1-ethynyl-naphthalene

Guidance literature:: Multi-step reaction with 11 steps

1.1: ZnI₂ / benzene / 20 °C

1.2: POCl₃; pyridine / benzene / 6 h / Heating

2.1: p-cymene / Pd/C / Heating

3.1: 0.88 g / C₆H₅N*HCl / 2 h / 190 °C

4.1: Br₂; acetic acid / 6 h / 100 °C

4.2: aq. HCl; SnCl₂ / 1 h / 100 °C

5.1: aq. Na₂CO₃; Pd[P(Ph)3]4 / 1,2-dimethoxy-ethane / 85 °C

6.1: 0.085 g / C₆H₅N*HCl / 2 h / 190 °C

7.1: 7.68 g / imidazole / dimethylformamide

8.1: DIBAL / toluene / -78 - 20 °C

9.1: zinc; PPh₃ / CH₂Cl₂ / 3 h / 20 °C

10.1: n-BuLi / tetrahydrofuran / -78 - 20 °C

10.2: 86 percent / TBAF / tetrahydrofuran / 0.17 h / 20 °C

11.1: 77 percent / imidazole / dimethylformamide

With 1H-imidazole; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; 4-methylisopropylbenzene; C₆H₅N*HCl; bromine; diisobutylaluminium hydride; sodium carbonate; acetic acid; triphenylphosphine; zinc(II) iodide; zinc; palladium on activated charcoal; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide; toluene; benzene; 5.1: Suzuki coupling;
DOI:10.1021/jm058173s

Reference yield:

: 158365-53-8
7-methoxy-3,4-dihydronaphthalene-1-carbonitrile

: 858946-68-6
7-(tert-butyl-dimethyl-silanyloxy)-3-[4-(tert-butyl-dimethyl-silanyloxy)-3-fluoro-phenyl]-1-ethynyl-naphthalene

Guidance literature:: Multi-step reaction with 10 steps

1.1: p-cymene / Pd/C / Heating

2.1: 0.88 g / C₆H₅N*HCl / 2 h / 190 °C

3.1: Br₂; acetic acid / 6 h / 100 °C

3.2: aq. HCl; SnCl₂ / 1 h / 100 °C

4.1: aq. Na₂CO₃; Pd[P(Ph)3]4 / 1,2-dimethoxy-ethane / 85 °C

5.1: 0.085 g / C₆H₅N*HCl / 2 h / 190 °C

6.1: 7.68 g / imidazole / dimethylformamide

7.1: DIBAL / toluene / -78 - 20 °C

8.1: zinc; PPh₃ / CH₂Cl₂ / 3 h / 20 °C

9.1: n-BuLi / tetrahydrofuran / -78 - 20 °C

9.2: 86 percent / TBAF / tetrahydrofuran / 0.17 h / 20 °C

10.1: 77 percent / imidazole / dimethylformamide

With 1H-imidazole; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; 4-methylisopropylbenzene; C₆H₅N*HCl; bromine; diisobutylaluminium hydride; sodium carbonate; acetic acid; triphenylphosphine; zinc; palladium on activated charcoal; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide; toluene; 4.1: Suzuki coupling;
DOI:10.1021/jm058173s