5-(3-hydroxy-4-methoxy-phenyl)-1-(4-methoxy-benzyl)-4-(3,4,5-trimethoxy-phenyl)-1H-pyrrole-2-carboxylic acid methyl ester

Base Information

Chemical Name:5-(3-hydroxy-4-methoxy-phenyl)-1-(4-methoxy-benzyl)-4-(3,4,5-trimethoxy-phenyl)-1H-pyrrole-2-carboxylic acid methyl ester
CAS No.:900152-44-5
Molecular Formula:C₃₀H₃₁NO₈
Molecular Weight:533.578
Hs Code.:

5-(3-hydroxy-4-methoxy-phenyl)-1-(4-methoxy-benzyl)-4-(3,4,5-trimethoxy-phenyl)-1<i>H</i>-pyrrole-2-carboxylic acid methyl ester

Synonyms:5-(3-hydroxy-4-methoxy-phenyl)-1-(4-methoxy-benzyl)-4-(3,4,5-trimethoxy-phenyl)-1H-pyrrole-2-carboxylic acid methyl ester

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Chemical Property of 5-(3-hydroxy-4-methoxy-phenyl)-1-(4-methoxy-benzyl)-4-(3,4,5-trimethoxy-phenyl)-1H-pyrrole-2-carboxylic acid methyl ester

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Technology Process of 5-(3-hydroxy-4-methoxy-phenyl)-1-(4-methoxy-benzyl)-4-(3,4,5-trimethoxy-phenyl)-1H-pyrrole-2-carboxylic acid methyl ester

There total 11 articles about 5-(3-hydroxy-4-methoxy-phenyl)-1-(4-methoxy-benzyl)-4-(3,4,5-trimethoxy-phenyl)-1H-pyrrole-2-carboxylic acid methyl ester 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:

: 900152-54-7
methyl 4-bromo-5-{3-[tert-butyl(dimethyl)silyloxy]-4-methoxyphenyl}-1-(4-methoxybenzyl)-1H-pyrrole-2-carboxylate

: 25245-29-8
5-iodo-1,2,3-trimethoxybenzene

: 900152-44-5
5-(3-hydroxy-4-methoxy-phenyl)-1-(4-methoxy-benzyl)-4-(3,4,5-trimethoxy-phenyl)-1H-pyrrole-2-carboxylic acid methyl ester

Guidance literature:: 5-iodo-1,2,3-trimethoxybenzene; With tert.-butyl lithium; In toluene; pentane; at -78 ℃; for 0.5h;

With Trimethyl borate; In toluene; pentane; at -78 - 18 ℃; for 18h;

methyl 4-bromo-5-{3-[tert-butyl(dimethyl)silyloxy]-4-methoxyphenyl}-1-(4-methoxybenzyl)-1H-pyrrole-2-carboxylate; With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl acetamide; water; at 90 ℃; for 50h;
DOI:10.1016/j.bmc.2006.02.018

Reference yield:

: 900152-51-4
methyl 4,5-dibromo-1-(4-methoxybenzyl)-1H-pyrrole-2-carboxylate

: 900152-44-5
5-(3-hydroxy-4-methoxy-phenyl)-1-(4-methoxy-benzyl)-4-(3,4,5-trimethoxy-phenyl)-1H-pyrrole-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: phenyllithium / cyclohexane; diethyl ether; tetrahydrofuran / 0.2 h / -78 °C

1.2: zinc chloride / cyclohexane; diethyl ether; tetrahydrofuran / 0.08 h / -78 °C

1.3: 56 percent / Pd(PPh₃)4 / cyclohexane; diethyl ether; tetrahydrofuran / 96 h / -78 - 66 °C

2.1: tert-butyllithium / pentane; toluene / 0.5 h / -78 °C

2.2: trimethyl borate / pentane; toluene / 18 h / -78 - 18 °C

2.3: sodium carbonate / Pd(PPh₃)4 / H₂O; N,N-dimethyl-acetamide / 50 h / 90 °C

With tert.-butyl lithium; phenyllithium; In tetrahydrofuran; diethyl ether; cyclohexane; toluene; pentane; 1.3: Negishi cross-coupling / 2.3: Suzuki-Miyaura cross-coupling;
DOI:10.1016/j.bmc.2006.02.018

Reference yield:

: 1193-62-0
methyl Pyrrole-2-carboxylate

: 900152-44-5
5-(3-hydroxy-4-methoxy-phenyl)-1-(4-methoxy-benzyl)-4-(3,4,5-trimethoxy-phenyl)-1H-pyrrole-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 75 percent / sodium hydroxide / H₂O; CH₂Cl₂ / 16 h / 18 °C

2.1: 83 percent / N-bromosuccinimide / dimethylformamide / 16 h / 0 - 18 °C

3.1: phenyllithium / cyclohexane; diethyl ether; tetrahydrofuran / 0.2 h / -78 °C

3.2: zinc chloride / cyclohexane; diethyl ether; tetrahydrofuran / 0.08 h / -78 °C

3.3: 56 percent / Pd(PPh₃)4 / cyclohexane; diethyl ether; tetrahydrofuran / 96 h / -78 - 66 °C

4.1: tert-butyllithium / pentane; toluene / 0.5 h / -78 °C

4.2: trimethyl borate / pentane; toluene / 18 h / -78 - 18 °C

4.3: sodium carbonate / Pd(PPh₃)4 / H₂O; N,N-dimethyl-acetamide / 50 h / 90 °C

With sodium hydroxide; N-Bromosuccinimide; tert.-butyl lithium; phenyllithium; In tetrahydrofuran; diethyl ether; dichloromethane; cyclohexane; water; N,N-dimethyl-formamide; toluene; pentane; 3.3: Negishi cross-coupling / 4.3: Suzuki-Miyaura cross-coupling;
DOI:10.1016/j.bmc.2006.02.018