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

Base Information

Chemical Name:4,7-bis[4-(tert-butyldimethylsilyloxy)phenyl]-6-hydroxy-2,2-dimethylbenzo[d][1,3]dioxol-5-yl phenylacetate
CAS No.:1377948-99-6
Molecular Formula:C₄₁H₅₂O₇Si₂
Molecular Weight:713.031
Hs Code.:

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

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

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

There total 10 articles about 4,7-bis[4-(tert-butyldimethylsilyloxy)phenyl]-6-hydroxy-2,2-dimethylbenzo[d][1,3]dioxol-5-yl 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

: 1377948-99-6
4,7-bis[4-(tert-butyldimethylsilyloxy)phenyl]-6-hydroxy-2,2-dimethylbenzo[d][1,3]dioxol-5-yl 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 21h;
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

: 1377948-99-6
4,7-bis[4-(tert-butyldimethylsilyloxy)phenyl]-6-hydroxy-2,2-dimethylbenzo[d][1,3]dioxol-5-yl 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: 21 h / -78 - 0 °C

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

: 1377948-99-6
4,7-bis[4-(tert-butyldimethylsilyloxy)phenyl]-6-hydroxy-2,2-dimethylbenzo[d][1,3]dioxol-5-yl 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