4,7-bis[4-(tert-butyldimethylsilyloxy)phenyl]-2,2-dimethylbenzo[d][1,3]dioxole-5,6-diyl bis(phenylacetate)

Base Information

Chemical Name:4,7-bis[4-(tert-butyldimethylsilyloxy)phenyl]-2,2-dimethylbenzo[d][1,3]dioxole-5,6-diyl bis(phenylacetate)
CAS No.:1377949-05-7
Molecular Formula:C₄₉H₅₈O₈Si₂
Molecular Weight:831.166
Hs Code.:

Synonyms:4,7-bis[4-(tert-butyldimethylsilyloxy)phenyl]-2,2-dimethylbenzo[d][1,3]dioxole-5,6-diyl bis(phenylacetate)

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Chemical Property of 4,7-bis[4-(tert-butyldimethylsilyloxy)phenyl]-2,2-dimethylbenzo[d][1,3]dioxole-5,6-diyl bis(phenylacetate)

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Technology Process of 4,7-bis[4-(tert-butyldimethylsilyloxy)phenyl]-2,2-dimethylbenzo[d][1,3]dioxole-5,6-diyl bis(phenylacetate)

There total 10 articles about 4,7-bis[4-(tert-butyldimethylsilyloxy)phenyl]-2,2-dimethylbenzo[d][1,3]dioxole-5,6-diyl bis(phenylacetate) 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:

: 1377948-97-4
4,7-bis[4-(tert-butyldimethylsilyloxy)phenyl]-2,2-dimethylbenzo[d][1,3]dioxole-5,6-diol

: 103-80-0
phenylacetyl chloride

: 1377949-05-7
4,7-bis[4-(tert-butyldimethylsilyloxy)phenyl]-2,2-dimethylbenzo[d][1,3]dioxole-5,6-diyl bis(phenylacetate)

Guidance literature:: 4,7-bis[4-(tert-butyldimethylsilyloxy)phenyl]-2,2-dimethylbenzo[d][1,3]dioxole-5,6-diol; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

phenylacetyl chloride; In tetrahydrofuran; hexane; at -78 - 0 ℃; for 17h; Inert atmosphere;
DOI:10.1021/jo300565s

Reference yield:

: 1377948-87-2
4,7-bis[4-(tert-butyldimethylsilyloxy)phenyl]-5,6-bis(methoxymethoxy)-2,2-dimethylbenzo[d][1,3]dioxole

: 1377949-05-7
4,7-bis[4-(tert-butyldimethylsilyloxy)phenyl]-2,2-dimethylbenzo[d][1,3]dioxole-5,6-diyl bis(phenylacetate)

Guidance literature:: Multi-step reaction with 3 steps

1.1: toluene-4-sulfonic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone / benzene / 0.4 h / 24 - 50 °C

2.1: platinum(IV) oxide; hydrogen / tetrahydrofuran / 1 h / 24 °C

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

3.2: 17 h / -78 - 0 °C / Inert atmosphere

With platinum(IV) oxide; n-butyllithium; hydrogen; toluene-4-sulfonic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; hexane; benzene;
DOI:10.1021/jo300565s

Reference yield:

: 1377948-92-9
2,2-dimethylbenzo[d][1,3]dioxole-5,6-diol

: 1377949-05-7
4,7-bis[4-(tert-butyldimethylsilyloxy)phenyl]-2,2-dimethylbenzo[d][1,3]dioxole-5,6-diyl bis(phenylacetate)

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 °C

1.2: 20 h / 0 - 24 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / 0 °C

2.2: 1 h / 0 °C

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / 1,4-dioxane; water / 2 h / 24 °C / Reflux

4.1: toluene-4-sulfonic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone / benzene / 0.4 h / 24 - 50 °C

5.1: platinum(IV) oxide; hydrogen / tetrahydrofuran / 1 h / 24 °C

6.1: pyridine / tetrahydrofuran; dichloromethane

With pyridine; platinum(IV) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; hydrogen; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; water; N,N-dimethyl-formamide; mineral oil; benzene; 3.1: Suzuki-Miyaura cross-coupling;
DOI:10.1021/jo300565s