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

Base Information

• Chemical Name: 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
• CAS No.: 875654-41-4
• Molecular Formula: C₃₉H₄₅NO₁₀
• Molecular Weight: 687.787
• Mol file: 875654-41-4.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 14 articles about 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 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: 98.0%

4-isopropoxy-5-methoxy-2-methoxymethoxyphenylboronic acid (875654-34-5) + dimethyl 3-(4-isopropoxy-3-methoxyphenyl)-1-[2-(3-isopropoxy-4-methoxyphenyl)ethyl]-4-(trifluoromethanesulfonyloxy)pyrrole-2,5-dicarboxylate (875654-39-0) → 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)

Guidance literature:

4-isopropoxy-5-methoxy-2-methoxymethoxyphenylboronic acid; dimethyl 3-(4-isopropoxy-3-methoxyphenyl)-1-[2-(3-isopropoxy-4-methoxyphenyl)ethyl]-4-(trifluoromethanesulfonyloxy)pyrrole-2,5-dicarboxylate; With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; water; for 18h; Heating;

With hydrogenchloride; In methanol; for 1h; Heating;

DOI:10.1016/j.tet.2005.10.014

Reference yield:

O-isopropylisovanillin (34123-66-5) → 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)

Guidance literature:

Multi-step reaction with 5 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

With N-Bromosuccinimide; tert.-butyl lithium; sodium hydride; sodium carbonate; 3-chloro-benzenecarboperoxoic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 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) → 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)

Guidance literature:

Multi-step reaction with 2 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

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

DOI:10.1016/j.tet.2005.10.014

upstream raw materials:

4-isopropoxy-5-methoxy-2-methoxymethoxyphenylboronic acid

dimethyl 3-(4-isopropoxy-3-methoxyphenyl)-1-[2-(3-isopropoxy-4-methoxyphenyl)ethyl]-4-(trifluoromethanesulfonyloxy)pyrrole-2,5-dicarboxylate

2-isopropoxy-1-methoxy-4-methoxymethoxybenzene

4-isopropoxy-3-methoxyphenylboronic acid

Downstream raw materials:

lamellarin D

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

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

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