Ethyl 4-(3-methoxy-3-oxopropyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate

Base Information

• Chemical Name: Ethyl 4-(3-methoxy-3-oxopropyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate
• CAS No.: 2386-37-0
• Molecular Formula: C₁₃H₁₉NO₄
• Molecular Weight: 253.298
• Hs Code.: 2933990090
• NSC Number: 157283
• DSSTox Substance ID: DTXSID80303187
• Nikkaji Number: J1.145.658H
• Wikidata: Q82048350
• ChEMBL ID: CHEMBL1526388
• Mol file: 2386-37-0.mol

Synonyms:2386-37-0;Ethyl 4-(3-methoxy-3-oxopropyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate;ethyl 4-(2-methoxycarbonylethyl)-3,5-dimethyl-1h-pyrrole-2-carboxylate;MFCD00030381;2-ethoxycarbonyl-3,5-dimethyl-4-methoxycarbonylethylpyrrole;NSC157283;Pyrrole-3-propionic acid, 5-carboxy-2,4-dimethyl-, ethyl methyl ester;Oprea1_295858;Oprea1_489632;MLS000060920;SCHEMBL2973335;CHEMBL1526388;DTXSID80303187;HMS2397N13;CAA38637;STK792999;AKOS000730720;CCG-103102;NSC-157283;SB62677;s10617;DS-10957;SMR000069148;SY106278;CS-0151851;SR-01000389006;SR-01000389006-1;METHYL 2,4-DIMETHYL-5-(ETHOXYCARBONYL)-3-PYRROLEPROPIONATE;Ethyl 4-(3-methoxy-3-oxopropyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate #;Ethyl4-(3-methoxy-3-oxopropyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate;1H-Pyrrole-3-propanoic acid, 5-(ethoxycarbonyl)-2,4-dimethyl-, methyl ester;3,5-Dimethyl-4-(2-methoxycarbonyl-ethyl)-1H-pyrrole-2-carboxylic acid ethyl ester;3,5-Dimethyl-4-(2-methoxycarbonylethyl)-1H-pyrrole-2-carboxylic acid ethyl ester;4-(2-Methoxycarbonyl-ethyl)-3,5-dimethyl-1H-pyrrole-2-carboxylic acid ethyl ester

Chemical Property of Ethyl 4-(3-methoxy-3-oxopropyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate

Chemical Property:

• Vapor Pressure: 7.32E-06mmHg at 25°C
• Boiling Point: 376.3°Cat760mmHg
• Flash Point: 181.4°C
• PSA: 68.39000
• Density: 1.13g/cm³
• LogP: 1.91380
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 253.13140809
• Heavy Atom Count: 18
• Complexity: 305

Purity/Quality:

97% ^*data from raw suppliers

METHYL 2,4-DIMETHYL-5-(ETHOXYCARBONYL)-3-PYRROLEPROPIONATE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(C(=C(N1)C)CCC(=O)OC)C

Technology Process of Ethyl 4-(3-methoxy-3-oxopropyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate

There total 12 articles about Ethyl 4-(3-methoxy-3-oxopropyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate 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: 80.0%

aminomalonic acid diethyl ester (6829-40-9) + methyl 4-acetyl-5-oxohexanoate (13984-53-7) → ethyl 3,5-dimethyl-4-(2-methoxycarbonyl-ethyl)pyrrole-2-carboxylate (2386-37-0)

Guidance literature:

With acetic acid; Heating;

DOI:10.1021/jo00350a033

Reference yield: 77.0%

ethyl 1-(hydroxymethyl)-4-(2-(methoxycarbonyl)-ethyl)-3,5-dimethylpyrrole-2-carboxylate (122676-34-0) → ethyl 3,5-dimethyl-4-(2-methoxycarbonyl-ethyl)pyrrole-2-carboxylate (2386-37-0)

Guidance literature:

With N-benzyl-trimethylammonium hydroxide; In methanol; acetonitrile; for 2.5h; Heating;

DOI:10.1021/jo00281a020

Reference yield: 40.0%

methyl 4-acetyl-5-oxohexanoate (13984-53-7) + ethyl cyanoglyoxylate-2-oxime (3849-21-6) → ethyl 3,5-dimethyl-4-(2-methoxycarbonyl-ethyl)pyrrole-2-carboxylate (2386-37-0)

Guidance literature:

With acetic acid; zinc; at 50 ℃; for 11h;

DOI:10.1055/s-1999-3669

upstream raw materials:

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

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

aminomalonic acid diethyl ester

methyl 4-acetyl-5-oxohexanoate

Downstream raw materials:

3-(5-benzyloxycarbonyl-2-bromomethyl-4-methyl-pyrrol-3-yl)-propionic acid methyl ester

benzyl 4-(2-methoxycarbonylethyl)-3,5-dimethylpyrrole-2-carboxylate

1-bromo-3,13-diethyl-8,18-bis(2-(methoxycarbonyl)ethyl)-2,7,12,17,19-pentamethyl-5,15-biladienium dibromide

5-(ethoxycarbonyl)-2-formyl-3-(methoxycarbonyl)-4-methylpyrrole