benzyl 3-methyl-4-(ethoxycarbonyl)-5-carboxy-2-pyrrolecarboxylate

Base Information

• Chemical Name: benzyl 3-methyl-4-(ethoxycarbonyl)-5-carboxy-2-pyrrolecarboxylate
• CAS No.: 975-45-1
• Molecular Formula: C₁₇H₁₇NO₆
• Molecular Weight: 331.325
• Mol file: 975-45-1.mol

Synonyms:benzyl 3-methyl-4-(ethoxycarbonyl)-5-carboxy-2-pyrrolecarboxylate

Chemical Property of benzyl 3-methyl-4-(ethoxycarbonyl)-5-carboxy-2-pyrrolecarboxylate

Chemical Property:

Purity/Quality:

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Technology Process of benzyl 3-methyl-4-(ethoxycarbonyl)-5-carboxy-2-pyrrolecarboxylate

There total 4 articles about benzyl 3-methyl-4-(ethoxycarbonyl)-5-carboxy-2-pyrrolecarboxylate 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:

benzyl acetoacetate (5396-89-4) → benzyl 3-methyl-4-(ethoxycarbonyl)-5-carboxy-2-pyrrolecarboxylate (975-45-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaNO₂, acetic acid, 2.) Zn, acetic acid, sodium acetate / 1.) H₂O, 5 deg C, 15 h, 2.) 75 deg C, 1.5 h

With sodium acetate; acetic acid; zinc; sodium nitrite;

DOI:10.1021/jo00137a006

Reference yield:

ethyl acetoacetate (141-97-9) → benzyl 3-methyl-4-(ethoxycarbonyl)-5-carboxy-2-pyrrolecarboxylate (975-45-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaNO₂, acetic acid, 2.) Zn, acetic acid, sodium acetate / 1.) H₂O, 5 deg C, 15 h, 2.) 75 deg C, 1.5 h

With sodium acetate; acetic acid; zinc; sodium nitrite;

DOI:10.1021/jo00137a006

Reference yield:

3,5-dimethyl-1H-pyrrole-2,4-dicarboxylic acid 2-benzyl ester 4-ethyl ester (68999-91-7) → benzyl 4-ethoxycarbonyl-5-formyl-3-methylpyrrole-2-carboxylate (4458-65-5) + benzyl 3-methyl-4-(ethoxycarbonyl)-5-carboxy-2-pyrrolecarboxylate (975-45-1)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1021/jo00137a006

upstream raw materials:

3,5-dimethyl-1H-pyrrole-2,4-dicarboxylic acid 2-benzyl ester 4-ethyl ester

benzyl acetoacetate

ethyl acetoacetate

Downstream raw materials:

benzyl 3-methyl-4-(ethoxycarbonyl)-5-(tert-butoxycarbonyl)-2-pyrrolecarboxylate

benzyl 5-iodo-4-(ethoxycarbonyl)-3-methyl-2-pyrrolecarboxylate

5-Chlorocarbonyl-3-methyl-1H-pyrrole-2,4-dicarboxylic acid 2-benzyl ester 4-ethyl ester

benzyl 3-methyl 4-(ethoxycarbonyl)-5-(α-oxo-β-(ethoxycarbonyl)ethyl)2-pyrrolecarboxylate