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

Base Information

• Chemical Name: 3,4-bis(benzyloxy)-N²,N²,N⁵,N⁵-tetraethyl-1-(4-methoxyphenyl)-1H-pyrrole-2,5-dicarboxamide
• CAS No.: 1443053-16-4
• Molecular Formula: C₃₅H₄₁N₃O₅
• Molecular Weight: 583.728

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

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

Chemical Property:

Purity/Quality:

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

There total 5 articles about 3,4-bis(benzyloxy)-N²,N²,N⁵,N⁵-tetraethyl-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: 41.0%

3,4-bis(benzyloxy)-1-(4-methoxyphenyl)-1H-pyrrole-2,5-dicarboxylic acid (1443053-91-5) + diethylamine (109-89-7) → 3,4-bis(benzyloxy)-N2,N2,N5,N5-tetraethyl-1-(4-methoxyphenyl)-1H-pyrrole-2,5-dicarboxamide (1443053-16-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

Reference yield:

diethyl 2,2’-((4-methoxyphenyl)azanediyl)diacetate (98269-30-8) → 3,4-bis(benzyloxy)-N2,N2,N5,N5-tetraethyl-1-(4-methoxyphenyl)-1H-pyrrole-2,5-dicarboxamide (1443053-16-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium ethanolate / ethanol / 1 h / 100 °C

2.1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 60 °C

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

3.2: 20 °C

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

With water; sodium ethanolate; potassium carbonate; N-ethyl-N,N-diisopropylamine; HATU; sodium hydroxide; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;

Reference yield:

diethyl 3,4-bis(benzyloxy)-1-(4-methoxyphenyl)-1H-pyrrole-2,5-dicarboxylate (1443053-92-6) → 3,4-bis(benzyloxy)-N2,N2,N5,N5-tetraethyl-1-(4-methoxyphenyl)-1H-pyrrole-2,5-dicarboxamide (1443053-16-4)

Guidance literature:

Multi-step reaction with 2 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

With water; N-ethyl-N,N-diisopropylamine; HATU; sodium hydroxide; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;

upstream raw materials:

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

diethylamine

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

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

Downstream raw materials:

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

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