N²,N²,N⁵,N⁵-tetraethyl-3,4-dihydroxy-1-(4-methoxyphenyl)-1H-pyrrole-2,5-dicarboxamide

Base Information

• Chemical Name: N²,N²,N⁵,N⁵-tetraethyl-3,4-dihydroxy-1-(4-methoxyphenyl)-1H-pyrrole-2,5-dicarboxamide
• CAS No.: 1443052-70-7
• Molecular Formula: C₂₁H₂₉N₃O₅
• Molecular Weight: 403.478

Synonyms:N²,N²,N⁵,N⁵-tetraethyl-3,4-dihydroxy-1-(4-methoxyphenyl)-1H-pyrrole-2,5-dicarboxamide

Chemical Property of N²,N²,N⁵,N⁵-tetraethyl-3,4-dihydroxy-1-(4-methoxyphenyl)-1H-pyrrole-2,5-dicarboxamide

Chemical Property:

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Technology Process of N²,N²,N⁵,N⁵-tetraethyl-3,4-dihydroxy-1-(4-methoxyphenyl)-1H-pyrrole-2,5-dicarboxamide

There total 6 articles about N²,N²,N⁵,N⁵-tetraethyl-3,4-dihydroxy-1-(4-methoxyphenyl)-1H-pyrrole-2,5-dicarboxamide 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: 93.0%

3,4-bis(benzyloxy)-N2,N2,N5,N5-tetraethyl-1-(4-methoxyphenyl)-1H-pyrrole-2,5-dicarboxamide (1443053-16-4) → N2,N2,N5,N5-tetraethyl-3,4-dihydroxy-1-(4-methoxyphenyl)-1H-pyrrole-2,5-dicarboxamide (1443052-70-7)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; dichloromethane; at 25 ℃;

Reference yield:

3,4-bis(benzyloxy)-1-(4-methoxyphenyl)-1H-pyrrole-2,5-dicarboxylic acid (1443053-91-5) → N2,N2,N5,N5-tetraethyl-3,4-dihydroxy-1-(4-methoxyphenyl)-1H-pyrrole-2,5-dicarboxamide (1443052-70-7)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 1 h / 20 °C

2: palladium 10% on activated carbon; hydrogen / methanol; dichloromethane / 25 °C

With palladium 10% on activated carbon; hydrogen; N-ethyl-N,N-diisopropylamine; HATU; In methanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

diethyl 3,4-bis(benzyloxy)-1-(4-methoxyphenyl)-1H-pyrrole-2,5-dicarboxylate (1443053-92-6) → N2,N2,N5,N5-tetraethyl-3,4-dihydroxy-1-(4-methoxyphenyl)-1H-pyrrole-2,5-dicarboxamide (1443052-70-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydroxide; water / tetrahydrofuran; ethanol / 72 h / 60 °C

1.2: 20 °C

2.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 1 h / 20 °C

3.1: palladium 10% on activated carbon; hydrogen / methanol; dichloromethane / 25 °C

With palladium 10% on activated carbon; water; hydrogen; N-ethyl-N,N-diisopropylamine; HATU; sodium hydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

diethyl 3,4-bis(benzyloxy)-1-(4-methoxyphenyl)-1H-pyrrole-2,5-dicarboxylate

3,4-bis(benzyloxy)-1-(4-methoxyphenyl)-1H-pyrrole-2,5-dicarboxylic acid

diethyl 2,2’-((4-methoxyphenyl)azanediyl)diacetate

diethyl 3,4-dihydroxy-1-(4-methoxyphenyl)-1H-pyrrole-2,5-dicarboxylate

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