1-Benzyl-1H-pyrrole-3,4-dicarboxylic acid

Base Information

• Chemical Name: 1-Benzyl-1H-pyrrole-3,4-dicarboxylic acid
• CAS No.: 86731-90-0
• Molecular Formula: C13H11NO4
• Molecular Weight: 245.23074
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID40514015
• Wikidata: Q82374096
• Mol file: 86731-90-0.mol

Synonyms:1-Benzyl-1H-pyrrole-3,4-dicarboxylic acid;86731-90-0;1-benzylpyrrole-3,4-dicarboxylic acid;1-Benzyl-1H-pyrrole-3,4-dicarboxylicacid;SCHEMBL353268;DTXSID40514015;SB62895;FT-0736686

Chemical Property of 1-Benzyl-1H-pyrrole-3,4-dicarboxylic acid

Chemical Property:

• PSA: 79.53000
• LogP: 1.93280
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 245.06880783
• Heavy Atom Count: 18
• Complexity: 303

Purity/Quality:

97% ^*data from raw suppliers

1-Benzyl-1H-pyrrole-3,4-dicarboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CN2C=C(C(=C2)C(=O)O)C(=O)O

Technology Process of 1-Benzyl-1H-pyrrole-3,4-dicarboxylic acid

There total 5 articles about 1-Benzyl-1H-pyrrole-3,4-dicarboxylic acid 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: 40.0%

1-Benzyl-4-(3-methoxy-phenylcarbamoyl)-1H-pyrrole-3-carboxylic acid (86731-96-6) → 1-benzyl-pyrrole-3,4-dicarboxylic acid (86731-90-0)

Guidance literature:

With thionyl chloride; In N,N-dimethyl-formamide; at 50 ℃; overnight;

Reference yield:

7-benzyl-7-aza-bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylic acid (34354-00-2) → 1-benzyl-pyrrole-3,4-dicarboxylic acid (86731-90-0)

Guidance literature:

With palladium on activated charcoal; sodium carbonate; Hydrogenation;

DOI:10.1021/ja01580a024

Reference yield:

1-benzyl-1H-pyrrole (2051-97-0) → 1-benzyl-pyrrole-3,4-dicarboxylic acid (86731-90-0)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether

2: palladium/charcoal; aqueous Na₂CO₃ / Hydrogenation

With palladium on activated charcoal; diethyl ether; sodium carbonate;

DOI:10.1021/ja01580a024

upstream raw materials:

7-benzyl-7-aza-bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylic acid

1-Benzyl-4-(3-methoxy-phenylcarbamoyl)-1H-pyrrole-3-carboxylic acid

N-benzyl-N-formyl-glycine

dimethyl acetylenedicarboxylate

Downstream raw materials:

1-benzyl-1H-pyrrole-3,4-dicarboxylic anhydride

2-benzyloctahydropyrrolo[3,4-c]pyrrole

2-(3-methoxyphenyl)octahydropyrrolo<3,4-c>pyrrole

1-Benzyl-4-methylcarbamoyl-1H-pyrrole-3-carboxylic acid

Refernces