2,2-bis(3,5-dimethoxy-4-acetoxyphenyl)-5-tert-butoxy-3-methyltetrahydrofuran

Base Information

Chemical Name:2,2-bis(3,5-dimethoxy-4-acetoxyphenyl)-5-tert-butoxy-3-methyltetrahydrofuran
CAS No.:1276653-14-5
Molecular Formula:C₂₉H₃₈O₁₀
Molecular Weight:546.615
Hs Code.:

Synonyms:2,2-bis(3,5-dimethoxy-4-acetoxyphenyl)-5-tert-butoxy-3-methyltetrahydrofuran

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Chemical Property of 2,2-bis(3,5-dimethoxy-4-acetoxyphenyl)-5-tert-butoxy-3-methyltetrahydrofuran

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Technology Process of 2,2-bis(3,5-dimethoxy-4-acetoxyphenyl)-5-tert-butoxy-3-methyltetrahydrofuran

There total 14 articles about 2,2-bis(3,5-dimethoxy-4-acetoxyphenyl)-5-tert-butoxy-3-methyltetrahydrofuran 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

: 1276653-14-5
2,2-bis(3,5-dimethoxy-4-acetoxyphenyl)-5-tert-butoxy-3-methyltetrahydrofuran

Guidance literature:: Multi-step reaction with 9 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

With dmap; oxalyl dichloride; 1,3-dimethylbarbituric acid; Pd(MeCN)2Cl(NO₂); oxygen; palladium diacetate; potassium carbonate; ammonium chloride; triethylamine; N,N-dimethyl-formamide; triphenylphosphine; potassium hydroxide; copper dichloride; zinc; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; 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

: 1276653-14-5
2,2-bis(3,5-dimethoxy-4-acetoxyphenyl)-5-tert-butoxy-3-methyltetrahydrofuran

Guidance literature:: Multi-step reaction with 3 steps

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

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

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

With dmap; Pd(MeCN)2Cl(NO₂); oxygen; ammonium chloride; triethylamine; copper dichloride; zinc; In tetrahydrofuran; dichloromethane; water; 2: Barbier reaction / 3: reverse Wacker oxidation;
DOI:10.1021/jo1025749

Reference yield:

: 3086-76-8
(4-(allyloxy)-3,5-dimethoxyphenyl)(morpholino)methanone

: 1276653-14-5
2,2-bis(3,5-dimethoxy-4-acetoxyphenyl)-5-tert-butoxy-3-methyltetrahydrofuran

Guidance literature:: Multi-step reaction with 5 steps

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

1.2: 0.08 h / -78 °C / Inert atmosphere

2.1: 1,3-dimethylbarbituric acid; palladium diacetate; triphenylphosphine / ethanol / 2 h / 20 °C / Inert atmosphere

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

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

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

With dmap; 1,3-dimethylbarbituric acid; Pd(MeCN)2Cl(NO₂); oxygen; palladium diacetate; ammonium chloride; triethylamine; triphenylphosphine; copper dichloride; zinc; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; 4.1: Barbier reaction / 5.1: reverse Wacker oxidation;
DOI:10.1021/jo1025749