3,5-Dimethyl-2-carboxy-1H-pyrrole-4-propanoic acid dimethyl ester

Base Information

• Chemical Name: 3,5-Dimethyl-2-carboxy-1H-pyrrole-4-propanoic acid dimethyl ester
• CAS No.: 16132-20-0
• Molecular Formula: C₁₂H₁₇NO₄
• Molecular Weight: 239.271
• DSSTox Substance ID: DTXSID70167114
• Nikkaji Number: J817.474A
• Wikidata: Q83036430
• Mol file: 16132-20-0.mol

Synonyms:3,5-Dimethyl-2-carboxy-1H-pyrrole-4-propanoic acid dimethyl ester;16132-20-0;DTXSID70167114

Chemical Property of 3,5-Dimethyl-2-carboxy-1H-pyrrole-4-propanoic acid dimethyl ester

Chemical Property:

• Vapor Pressure: 1.88E-05mmHg at 25°C
• Melting Point: 108 °C
• Boiling Point: 362.8°Cat760mmHg
• PKA: 16.21±0.50(Predicted)
• Flash Point: 173.2°C
• PSA: 68.39000
• Density: 1.153g/cm³
• LogP: 1.52370
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 239.11575802
• Heavy Atom Count: 17
• Complexity: 292

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(NC(=C1CCC(=O)OC)C)C(=O)OC

Technology Process of 3,5-Dimethyl-2-carboxy-1H-pyrrole-4-propanoic acid dimethyl ester

There total 4 articles about 3,5-Dimethyl-2-carboxy-1H-pyrrole-4-propanoic acid 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: 32.0%

methyl 2-cyano-2-hydroxyiminoacetate (61295-92-9,127745-39-5) + methyl 4-acetyl-5-oxohexanoate (13984-53-7) → tert-butyl 3,5-dimethyl-4-(2-methoxycarbonylethyl)-1H-pyrrole-2-carboxylate (16132-20-0)

Guidance literature:

With acetic acid; zinc; at 80 ℃; for 4h;

DOI:10.1055/s-1999-3669

Reference yield:

4-(2-carboxyethyl)-3,5-dimethyl-1H-pyrrole-2-carboxylic acid ethyl ester (37789-64-3) → tert-butyl 3,5-dimethyl-4-(2-methoxycarbonylethyl)-1H-pyrrole-2-carboxylate (16132-20-0)

Guidance literature:

With hydrogenchloride;

Reference yield:

methyl 2,4-dimethyl-3-pyrrolepropionate (54474-51-0) → tert-butyl 3,5-dimethyl-4-(2-methoxycarbonylethyl)-1H-pyrrole-2-carboxylate (16132-20-0)

Guidance literature:

With diethyl ether; Behandeln des Reaktionsprodukts mit Methanol;

upstream raw materials:

4-(2-carboxyethyl)-3,5-dimethyl-1H-pyrrole-2-carboxylic acid ethyl ester

methyl 2,4-dimethyl-3-pyrrolepropionate

methyl 2-cyano-2-hydroxyiminoacetate

methyl 4-acetyl-5-oxohexanoate

Downstream raw materials:

(Z)-5-[(1,2-dihydro-2-oxo-3H-indol-3-ylidene)methyl]-2,4-dimethyl-1H-pyrrol-3-propanoic acid

(Z)-3-[(3,5-dimethyl-4-(2-methoxycarbonylethyl)-1H-pyrrol-2-yl)-methylidenyl]-indolin-2-one