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

Base Information

Chemical Name:6-acetoxy-4,7-bis[4-(tert-butyldimethylsilyloxy)phenyl]-2,2-dimethylbenzo[d][1,3]dioxol-5-yl phenylacetate
CAS No.:1377949-03-5
Molecular Formula:C₄₃H₅₄O₈Si₂
Molecular Weight:755.068
Hs Code.:

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

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

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

There total 10 articles about 6-acetoxy-4,7-bis[4-(tert-butyldimethylsilyloxy)phenyl]-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: 78.0%

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

: 75-36-5
acetyl chloride

: 1377949-03-5
6-acetoxy-4,7-bis[4-(tert-butyldimethylsilyloxy)phenyl]-2,2-dimethylbenzo[d][1,3]dioxol-5-yl phenylacetate

Guidance literature:: 4,7-bis[4-(tert-butyldimethylsilyloxy)phenyl]-6-hydroxy-2,2-dimethylbenzo[d][1,3]dioxol-5-yl phenylacetate; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 1h;

acetyl chloride; In tetrahydrofuran; mineral oil; at 0 - 24 ℃; for 22h;
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

: 1377949-03-5
6-acetoxy-4,7-bis[4-(tert-butyldimethylsilyloxy)phenyl]-2,2-dimethylbenzo[d][1,3]dioxol-5-yl phenylacetate

Guidance literature:: Multi-step reaction with 4 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

4.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 0 °C

4.2: 22 h / 0 - 24 °C

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

Reference yield:

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

: 1377949-03-5
6-acetoxy-4,7-bis[4-(tert-butyldimethylsilyloxy)phenyl]-2,2-dimethylbenzo[d][1,3]dioxol-5-yl phenylacetate

Guidance literature:: Multi-step reaction with 7 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

7.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 0 °C

7.2: 22 h / 0 - 24 °C

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