1-benzyl-5-iodo-3,4-dimethoxy-1H-pyrrole-2-carboxylic acid methyl ester

Base Information

• Chemical Name: 1-benzyl-5-iodo-3,4-dimethoxy-1H-pyrrole-2-carboxylic acid methyl ester
• CAS No.: 235434-22-7
• Molecular Formula: C₁₅H₁₆INO₄
• Molecular Weight: 401.201

Synonyms:1-benzyl-5-iodo-3,4-dimethoxy-1H-pyrrole-2-carboxylic acid methyl ester

Chemical Property of 1-benzyl-5-iodo-3,4-dimethoxy-1H-pyrrole-2-carboxylic acid methyl ester

Chemical Property:

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Technology Process of 1-benzyl-5-iodo-3,4-dimethoxy-1H-pyrrole-2-carboxylic acid methyl ester

There total 2 articles about 1-benzyl-5-iodo-3,4-dimethoxy-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: 86.0%

1-benzyl-3,4-dimethoxy-1H-pyrrole-2,5-dicarboxylic acid monomethyl ester (235434-21-6) → 1-benzyl-5-iodo-3,4-dimethoxy-1H-pyrrole-2-carboxylic acid methyl ester (235434-22-7)

Guidance literature:

With iodine; sodium carbonate; potassium iodide; at 20 ℃; for 12h;

DOI:10.1002/(SICI)1521-3773(19990517)38:10<1442::AID-ANIE1442>3.0.CO;2-R

Reference yield:

dimethyl 1-benzyl-3,4-dimethoxypyrrole-2,5-dicarboxylate (148528-46-5) → 1-benzyl-5-iodo-3,4-dimethoxy-1H-pyrrole-2-carboxylic acid methyl ester (235434-22-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / tert-BuOK; H₂O / tetrahydrofuran / 12 h / 0 °C

2: 86 percent / I₂; KI; Na₂CO₃ / 12 h / 20 °C

With potassium tert-butylate; water; iodine; sodium carbonate; potassium iodide; In tetrahydrofuran; 1: Hydrolysis / 2: Decarboxylation;

DOI:10.1002/(SICI)1521-3773(19990517)38:10<1442::AID-ANIE1442>3.0.CO;2-R

Reference yield: 71.0%

1-benzyl-5-iodo-3,4-dimethoxy-1H-pyrrole-2-carboxylic acid methyl ester (235434-22-7) + phenylboronic acid (98-80-6) → 1-benzyl-3,4-dimethoxy-5-phenyl-1H-pyrrole-2-carboxylic acid methyl ester (235434-23-8)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane;

DOI:10.1002/(SICI)1521-3773(19990517)38:10<1442::AID-ANIE1442>3.0.CO;2-R

upstream raw materials:

1-benzyl-3,4-dimethoxy-1H-pyrrole-2,5-dicarboxylic acid monomethyl ester

dimethyl 1-benzyl-3,4-dimethoxypyrrole-2,5-dicarboxylate

Downstream raw materials:

1-benzyl-3,4-dimethoxy-5-phenyl-1H-pyrrole-2-carboxylic acid methyl ester

1-benzyl-2-iodo-3,4-dimethoxy-5-phenyl-1H-pyrrole

1-benzyl-3,4-dimethoxy-5-phenyl-1H-pyrrole-2-carboxylic acid

3,4,3',4'-tetramethoxy-5,5'-diphenyl-1H,1'H-[2,2']bipyrrolyl

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