3-[2-(3,4-dimethoxyphenyl)ethyl]-7-hydroxy-8-methoxy-1-[4-methoxy-3-(methoxymethoxy)phenyl]-[1]benzopyrano[3,4-b]pyrrol-4(3H)-one

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Chemical Name:3-[2-(3,4-dimethoxyphenyl)ethyl]-7-hydroxy-8-methoxy-1-[4-methoxy-3-(methoxymethoxy)phenyl]-[1]benzopyrano[3,4-b]pyrrol-4(3H)-one
CAS No.:1352336-47-0
Molecular Formula:C₃₁H₃₁NO₉
Molecular Weight:561.588
Hs Code.:

Synonyms:3-[2-(3,4-dimethoxyphenyl)ethyl]-7-hydroxy-8-methoxy-1-[4-methoxy-3-(methoxymethoxy)phenyl]-[1]benzopyrano[3,4-b]pyrrol-4(3H)-one

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Chemical Property of 3-[2-(3,4-dimethoxyphenyl)ethyl]-7-hydroxy-8-methoxy-1-[4-methoxy-3-(methoxymethoxy)phenyl]-[1]benzopyrano[3,4-b]pyrrol-4(3H)-one

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Technology Process of 3-[2-(3,4-dimethoxyphenyl)ethyl]-7-hydroxy-8-methoxy-1-[4-methoxy-3-(methoxymethoxy)phenyl]-[1]benzopyrano[3,4-b]pyrrol-4(3H)-one

There total 20 articles about 3-[2-(3,4-dimethoxyphenyl)ethyl]-7-hydroxy-8-methoxy-1-[4-methoxy-3-(methoxymethoxy)phenyl]-[1]benzopyrano[3,4-b]pyrrol-4(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: 99.0%

: 1225441-59-7
7-benzyloxy-3-[2-(3,4-dimethoxyphenyl)ethyl]-8-methoxy-1-[4-methoxy-3-(methoxymethoxy)phenyl]-[1]benzopyrano[3,4-b]pyrrol-4(3H)-one

: 1352336-47-0
3-[2-(3,4-dimethoxyphenyl)ethyl]-7-hydroxy-8-methoxy-1-[4-methoxy-3-(methoxymethoxy)phenyl]-[1]benzopyrano[3,4-b]pyrrol-4(3H)-one

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In ethyl acetate; at 20 ℃; for 19h;
DOI:10.1016/j.bmc.2011.10.030

Reference yield:

: 37942-01-1
5-bromo-2-methoxyphenol

: 1352336-47-0
3-[2-(3,4-dimethoxyphenyl)ethyl]-7-hydroxy-8-methoxy-1-[4-methoxy-3-(methoxymethoxy)phenyl]-[1]benzopyrano[3,4-b]pyrrol-4(3H)-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: potassium carbonate / acetone / 9 h / Inert atmosphere; Reflux

2.1: tert.-butyl lithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

2.2: 2 h / -78 - 20 °C

2.3: pH 3

3.1: dichloromethane / 26 h / 20 °C

4.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / tetrahydrofuran; water / 3 h / Reflux; Inert atmosphere

5.1: potassium hydroxide / ethanol; water / 2 h / Reflux

6.1: pyridinium p-toluenesulfonate / dichloromethane / 8 h / Reflux

7.1: quinoline; copper(II) oxide / 0.17 h / 220 °C / Inert atmosphere

8.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 19 h / 20 °C

With quinoline; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; hydrogen; tert.-butyl lithium; pyridinium p-toluenesulfonate; sodium carbonate; potassium carbonate; copper(II) oxide; potassium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; water; ethyl acetate; acetone; 4.1: Suzuki-Miyaura coupling;
DOI:10.1016/j.bmc.2011.10.030

Reference yield:

: 1225441-54-2
1-benzyloxy-4-bromo-2-methoxy-5-(methoxymethoxy)benzene

: 1352336-47-0
3-[2-(3,4-dimethoxyphenyl)ethyl]-7-hydroxy-8-methoxy-1-[4-methoxy-3-(methoxymethoxy)phenyl]-[1]benzopyrano[3,4-b]pyrrol-4(3H)-one

Guidance literature:: Multi-step reaction with 9 steps

1.1: tert.-butyl lithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

1.2: 2 h / -78 - 20 °C

1.3: pH 3

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / tetrahydrofuran; water / 3 h / Reflux; Inert atmosphere

3.1: hydrogenchloride / methanol / 3 h / 20 °C

4.1: toluene-4-sulfonic acid / dichloromethane / 3.5 h / Reflux

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / tetrahydrofuran; water / 3 h / Reflux; Inert atmosphere

6.1: potassium hydroxide / ethanol; water / 2 h / Reflux

7.1: pyridinium p-toluenesulfonate / dichloromethane / 8 h / Reflux

8.1: quinoline; copper(II) oxide / 0.17 h / 220 °C / Inert atmosphere

9.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 19 h / 20 °C

With quinoline; hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; hydrogen; tert.-butyl lithium; pyridinium p-toluenesulfonate; sodium carbonate; toluene-4-sulfonic acid; copper(II) oxide; potassium hydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; ethyl acetate; 2.1: Suzuki-Miyaura coupling / 5.1: Suzuki-Miyaura coupling;
DOI:10.1016/j.bmc.2011.10.030