1H-Pyrrole-2,5-dicarboxylic acid, 3,4-dibutoxy-, dimethyl ester

Base Information

• Chemical Name: 1H-Pyrrole-2,5-dicarboxylic acid, 3,4-dibutoxy-, dimethyl ester
• CAS No.: 178170-06-4
• Molecular Formula: C16H25NO6
• Molecular Weight: 327.378

Synonyms:

Chemical Property of 1H-Pyrrole-2,5-dicarboxylic acid, 3,4-dibutoxy-, dimethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of 1H-Pyrrole-2,5-dicarboxylic acid, 3,4-dibutoxy-, dimethyl ester

There total 1 articles about 1H-Pyrrole-2,5-dicarboxylic acid, 3,4-dibutoxy-, dimethyl 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:

dimethyl iminodiacetate (6096-81-7) → dimethyl 3,4-dibutoxypyrrole-2,5-dicarboxylate (178170-06-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 85 percent / Et₃N

2: 36 percent / MeONa

3: 89 percent / K₂CO₃ / dimethylformamide / 24 h / 50 °C

4: 72 percent / H₂ / Pd(OH)2/C / acetic acid / 48 h / 50 °C / 7600 Torr

With hydrogen; sodium methylate; potassium carbonate; triethylamine; palladium dihydroxide; In acetic acid; N,N-dimethyl-formamide;

DOI:10.1080/10587259608033669

Reference yield:

dimethyl 3,4-dibutoxypyrrole-2,5-dicarboxylate (178170-06-4) → 5,5'-(4-mesityl-4H-cyclopenta[1,2-b:5,4-b']dithiophene-2,6-diyl)bis(3,4-dibutoxy-1H-pyrrole-2-carbaldehyde)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium hydroxide / ethylene glycol / 3.5 h / Reflux; Inert atmosphere

2: trichlorophosphate / 1,2-dichloro-ethane / 1 h / 0 - 20 °C / Inert atmosphere

3: N-iodo-succinimide / tetrahydrofuran / 2 h / -41 °C / Inert atmosphere

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / N,N-dimethyl-formamide / 36 h / 110 °C / Inert atmosphere

With N-iodo-succinimide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium hydroxide; trichlorophosphate; In tetrahydrofuran; ethylene glycol; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 4: |Stille Cross Coupling;

DOI:10.1002/anie.201807411

upstream raw materials:

dimethyl iminodiacetate

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