3,4-dihydro-7-isopropoxy-1-(4-isopropoxy-3-methoxyphenyl)-3-[2-(3-isopropoxy-4-methoxyphenyl)ethyl]-8-methoxy-4-oxo-[1]benzopyrano[3,4-b]pyrrole-2-carboxylic acid

Base Information

• Chemical Name: 3,4-dihydro-7-isopropoxy-1-(4-isopropoxy-3-methoxyphenyl)-3-[2-(3-isopropoxy-4-methoxyphenyl)ethyl]-8-methoxy-4-oxo-[1]benzopyrano[3,4-b]pyrrole-2-carboxylic acid
• CAS No.: 875654-43-6
• Molecular Formula: C₃₈H₄₃NO₁₀
• Molecular Weight: 673.76
• Mol file: 875654-43-6.mol

Synonyms:3,4-dihydro-7-isopropoxy-1-(4-isopropoxy-3-methoxyphenyl)-3-[2-(3-isopropoxy-4-methoxyphenyl)ethyl]-8-methoxy-4-oxo-[1]benzopyrano[3,4-b]pyrrole-2-carboxylic acid

Chemical Property of 3,4-dihydro-7-isopropoxy-1-(4-isopropoxy-3-methoxyphenyl)-3-[2-(3-isopropoxy-4-methoxyphenyl)ethyl]-8-methoxy-4-oxo-[1]benzopyrano[3,4-b]pyrrole-2-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,4-dihydro-7-isopropoxy-1-(4-isopropoxy-3-methoxyphenyl)-3-[2-(3-isopropoxy-4-methoxyphenyl)ethyl]-8-methoxy-4-oxo-[1]benzopyrano[3,4-b]pyrrole-2-carboxylic acid

There total 16 articles about 3,4-dihydro-7-isopropoxy-1-(4-isopropoxy-3-methoxyphenyl)-3-[2-(3-isopropoxy-4-methoxyphenyl)ethyl]-8-methoxy-4-oxo-[1]benzopyrano[3,4-b]pyrrole-2-carboxylic acid 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: 90.0%

methyl 3,4-dihydro-7-isopropoxy-1-(4-isopropoxy-3-methoxyphenyl)-3-[2-(3-isopropoxy-4-methoxyphenyl)ethyl]-8-methoxy-4-oxo-[1]benzopyrano[3,4-b]pyrrole-2-carboxylate (875654-41-4) → 3,4-dihydro-7-isopropoxy-1-(4-isopropoxy-3-methoxyphenyl)-3-[2-(3-isopropoxy-4-methoxyphenyl)ethyl]-8-methoxy-4-oxo-[1]benzopyrano[3,4-b]pyrrole-2-carboxylic acid (875654-43-6)

Guidance literature:

methyl 3,4-dihydro-7-isopropoxy-1-(4-isopropoxy-3-methoxyphenyl)-3-[2-(3-isopropoxy-4-methoxyphenyl)ethyl]-8-methoxy-4-oxo-[1]benzopyrano[3,4-b]pyrrole-2-carboxylate; With potassium hydroxide; In ethanol; water; for 3h; Heating;

With toluene-4-sulfonic acid; In dichloromethane; for 1h; Heating;

DOI:10.1016/j.tet.2005.10.014

Reference yield:

O-isopropylisovanillin (34123-66-5) → 3,4-dihydro-7-isopropoxy-1-(4-isopropoxy-3-methoxyphenyl)-3-[2-(3-isopropoxy-4-methoxyphenyl)ethyl]-8-methoxy-4-oxo-[1]benzopyrano[3,4-b]pyrrole-2-carboxylic acid (875654-43-6)

Guidance literature:

Multi-step reaction with 6 steps

1.1: m-chloroperbenzoic acid / CH₂Cl₂; H₂O / 3 h / 0 °C

1.2: 86 percent / potassium carbonate / methanol / 1 h / 20 °C

2.1: 68 percent / sodium hydride / tetrahydrofuran; hexane / 0 - 20 °C

3.1: 98 percent / N-bromosuccinimide / dimethylformamide / 0.5 h / 0 °C

4.1: tert-butyllithium / tetrahydrofuran; pentane / 1 h / -78 °C

4.2: 87 percent / trimethyl borate / tetrahydrofuran; pentane / -78 - 20 °C

5.1: sodium carbonate / Pd(PPh₃)4 / tetrahydrofuran; H₂O / 18 h / Heating

5.2: 98 percent / hydrochloric acid / methanol / 1 h / Heating

6.1: KOH / H₂O; ethanol / 3 h / Heating

6.2: 90 percent / p-toluenesulfonic acid monohydrate / CH₂Cl₂ / 1 h / Heating

With potassium hydroxide; N-Bromosuccinimide; tert.-butyl lithium; sodium hydride; sodium carbonate; 3-chloro-benzenecarboperoxoic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; pentane; 1.1: Baeyer-Villiger oxidation / 5.1: Suzuki-Miyaura coupling;

DOI:10.1016/j.tet.2005.10.014

Reference yield:

4-isopropoxy-3-methoxyphenylboronic acid (875654-33-4) → 3,4-dihydro-7-isopropoxy-1-(4-isopropoxy-3-methoxyphenyl)-3-[2-(3-isopropoxy-4-methoxyphenyl)ethyl]-8-methoxy-4-oxo-[1]benzopyrano[3,4-b]pyrrole-2-carboxylic acid (875654-43-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 76 percent / sodium carbonate / Pd(PPh₃)4 / tetrahydrofuran; H₂O / 4 h / Heating

2.1: sodium carbonate / Pd(PPh₃)4 / tetrahydrofuran; H₂O / 18 h / Heating

2.2: 98 percent / hydrochloric acid / methanol / 1 h / Heating

3.1: KOH / H₂O; ethanol / 3 h / Heating

3.2: 90 percent / p-toluenesulfonic acid monohydrate / CH₂Cl₂ / 1 h / Heating

With potassium hydroxide; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; ethanol; water; 1.1: Suzuki-Miyaura coupling / 2.1: Suzuki-Miyaura coupling;

DOI:10.1016/j.tet.2005.10.014

upstream raw materials:

methyl 3,4-dihydro-7-isopropoxy-1-(4-isopropoxy-3-methoxyphenyl)-3-[2-(3-isopropoxy-4-methoxyphenyl)ethyl]-8-methoxy-4-oxo-[1]benzopyrano[3,4-b]pyrrole-2-carboxylate

2-isopropoxy-1-methoxy-4-methoxymethoxybenzene

4-isopropoxy-3-methoxyphenylboronic acid

1-bromo-4-isopropoxy-5-methoxy-2-methoxymethoxybenzene

Downstream raw materials:

7-isopropoxy-1-(4-isopropoxy-3-methoxyphenyl)-3-[2-(3-isopropoxy-4-methoxyphenyl)ethyl]-8-methoxy-4-oxo-[1]benzopyrano[3,4-b]pyrrol-4(3H)-one

5,6-dihydro-3,11-diisopropoxy-14-(4-isopropoxy-3-methoxyphenyl)-2,12-dimethoxy-6H-[1]benzopyrano[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one

lamellarin D

3,11-diisopropoxy-14-(4-isopropoxy-3-methoxyphenyl)-2,12-dimethoxy-6H-chromeno[4′,3′:4,5]pyrrolo[2,1-a]-isoquinolin-6-one