5,5-bis(4-(tert-butyldimethylsilyloxy)-3,5-dimethoxyphenyl)-4-methyldihydrofuran-2(3H)-one

Base Information

Chemical Name:5,5-bis(4-(tert-butyldimethylsilyloxy)-3,5-dimethoxyphenyl)-4-methyldihydrofuran-2(3H)-one
CAS No.:1276653-02-1
Molecular Formula:C₃₃H₅₂O₈Si₂
Molecular Weight:632.942
Hs Code.:

Synonyms:5,5-bis(4-(tert-butyldimethylsilyloxy)-3,5-dimethoxyphenyl)-4-methyldihydrofuran-2(3H)-one

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Chemical Property of 5,5-bis(4-(tert-butyldimethylsilyloxy)-3,5-dimethoxyphenyl)-4-methyldihydrofuran-2(3H)-one

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Technology Process of 5,5-bis(4-(tert-butyldimethylsilyloxy)-3,5-dimethoxyphenyl)-4-methyldihydrofuran-2(3H)-one

There total 16 articles about 5,5-bis(4-(tert-butyldimethylsilyloxy)-3,5-dimethoxyphenyl)-4-methyldihydrofuran-2(3H)-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:

: 530-57-4
3,5-dimethoxy-4-hydroxybenzoic acid

: 1276653-02-1
5,5-bis(4-(tert-butyldimethylsilyloxy)-3,5-dimethoxyphenyl)-4-methyldihydrofuran-2(3H)-one

Guidance literature:: Multi-step reaction with 12 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 6 h / 0 - 20 °C / Inert atmosphere

2.1: potassium hydroxide / ethanol / 1 h / 20 °C / Inert atmosphere

3.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 6.5 h / 0 °C / Inert atmosphere

4.1: dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

5.1: tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

5.2: 0.08 h / -78 °C / Inert atmosphere

6.1: 1,3-dimethylbarbituric acid; palladium diacetate; triphenylphosphine / ethanol / 2 h / 20 °C / Inert atmosphere

7.1: dmap; triethylamine / dichloromethane / 6 h / 20 °C / Inert atmosphere

8.1: ammonium chloride; zinc / tetrahydrofuran; water / 1.5 h / 0 °C

9.1: Pd(MeCN)2Cl(NO₂); oxygen; copper dichloride / 5 h / 30 °C

10.1: Ag₂CO₃ on Celite / toluene / 3 h / Inert atmosphere; Reflux

11.1: sodium / methanol / 0.5 h / 0 °C / Inert atmosphere

11.2: 0 °C / Inert atmosphere

12.1: 1H-imidazole / N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere

With 1H-imidazole; dmap; oxalyl dichloride; 1,3-dimethylbarbituric acid; Pd(MeCN)2Cl(NO₂); oxygen; palladium diacetate; sodium; potassium carbonate; ammonium chloride; triethylamine; N,N-dimethyl-formamide; triphenylphosphine; potassium hydroxide; copper dichloride; zinc; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; 8.1: Barbier reaction / 9.1: reverse Wacker oxidation;
DOI:10.1021/jo1025749

Reference yield:

: 34007-64-2
bis(4-hydroxy-3,5-dimethoxyphenyl)methanone

: 1276653-02-1
5,5-bis(4-(tert-butyldimethylsilyloxy)-3,5-dimethoxyphenyl)-4-methyldihydrofuran-2(3H)-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: dmap; triethylamine / dichloromethane / 6 h / 20 °C / Inert atmosphere

2.1: ammonium chloride; zinc / tetrahydrofuran; water / 1.5 h / 0 °C

3.1: Pd(MeCN)2Cl(NO₂); oxygen; copper dichloride / 5 h / 30 °C

4.1: Ag₂CO₃ on Celite / toluene / 3 h / Inert atmosphere; Reflux

5.1: sodium / methanol / 0.5 h / 0 °C / Inert atmosphere

5.2: 0 °C / Inert atmosphere

6.1: 1H-imidazole / N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere

With 1H-imidazole; dmap; Pd(MeCN)2Cl(NO₂); oxygen; sodium; ammonium chloride; triethylamine; copper dichloride; zinc; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; 2.1: Barbier reaction / 3.1: reverse Wacker oxidation;
DOI:10.1021/jo1025749

Reference yield:

: 1276653-17-8
bis{4-(allyloxy)-3,5-dimethoxyphenyl}methanone

: 1276653-02-1
5,5-bis(4-(tert-butyldimethylsilyloxy)-3,5-dimethoxyphenyl)-4-methyldihydrofuran-2(3H)-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: 1,3-dimethylbarbituric acid; palladium diacetate; triphenylphosphine / ethanol / 2 h / 20 °C / Inert atmosphere

2.1: dmap; triethylamine / dichloromethane / 6 h / 20 °C / Inert atmosphere

3.1: ammonium chloride; zinc / tetrahydrofuran; water / 1.5 h / 0 °C

4.1: Pd(MeCN)2Cl(NO₂); oxygen; copper dichloride / 5 h / 30 °C

5.1: Ag₂CO₃ on Celite / toluene / 3 h / Inert atmosphere; Reflux

6.1: sodium / methanol / 0.5 h / 0 °C / Inert atmosphere

6.2: 0 °C / Inert atmosphere

7.1: 1H-imidazole / N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere

With 1H-imidazole; dmap; 1,3-dimethylbarbituric acid; Pd(MeCN)2Cl(NO₂); oxygen; palladium diacetate; sodium; ammonium chloride; triethylamine; triphenylphosphine; copper dichloride; zinc; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; 3.1: Barbier reaction / 4.1: reverse Wacker oxidation;
DOI:10.1021/jo1025749