4-Benzyl 2-ethyl 3-(3-ethoxy-3-oxopropyl)-5-methyl-1h-pyrrole-2,4-dicarboxylate

Base Information

• Chemical Name: 4-Benzyl 2-ethyl 3-(3-ethoxy-3-oxopropyl)-5-methyl-1h-pyrrole-2,4-dicarboxylate
• CAS No.: 50622-87-2
• Molecular Formula: C₂₁H₂₅NO₆
• Molecular Weight: 387.433
• European Community (EC) Number: 684-317-5
• NSC Number: 157303
• DSSTox Substance ID: DTXSID70303196
• Wikidata: Q82048359
• Mol file: 50622-87-2.mol

Synonyms:50622-87-2;4-benzyl 2-ethyl 3-(3-ethoxy-3-oxopropyl)-5-methyl-1h-pyrrole-2,4-dicarboxylate;NSC157303;DTXSID70303196;XOJORSYVKCEKNY-UHFFFAOYSA-N;AKOS024322247;NSC-157303;Ethyl 2-(ethoxycarbonyl)-5-methyl-4-[(phenylmethoxy)carbonyl]-1H-pyrrole-3-propanoate

Chemical Property of 4-Benzyl 2-ethyl 3-(3-ethoxy-3-oxopropyl)-5-methyl-1h-pyrrole-2,4-dicarboxylate

Chemical Property:

• Vapor Pressure: 1.87E-12mmHg at 25°C
• Boiling Point: 557.3°Cat760mmHg
• Flash Point: 290.8°C
• Density: 1.2g/cm³
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 12
• Exact Mass: 387.16818752
• Heavy Atom Count: 28
• Complexity: 531

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)CCC1=C(NC(=C1C(=O)OCC2=CC=CC=C2)C)C(=O)OCC

Technology Process of 4-Benzyl 2-ethyl 3-(3-ethoxy-3-oxopropyl)-5-methyl-1h-pyrrole-2,4-dicarboxylate

There total 2 articles about 4-Benzyl 2-ethyl 3-(3-ethoxy-3-oxopropyl)-5-methyl-1h-pyrrole-2,4-dicarboxylate 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:

diethyl 3-oxoadipate (7149-59-9) + isopentyl nitrite (110-46-3) → ethyl 2-ethoxycarbonyl-4-benzyloxycarbonyl-5-methylpyrrole-3-propionate (50622-87-2)

Guidance literature:

With hydrogenchloride; anschliessend Erwaermen mit Acetessigsaeure-benzylester, Essigsaeure, Zink-Pulver und Ammoniumacetat;

DOI:10.1039/jr9520004176

Reference yield:

→ ethyl 2-ethoxycarbonyl-4-benzyloxycarbonyl-5-methylpyrrole-3-propionate (50622-87-2)

Guidance literature:

Aus Diethyl-β-ketoadipat u. 1.) Lithiumnitrit, HCl/C2H5OH u. 2.) Benzylacetat/Essigsaeure/Zn;

DOI:10.1139/v74-253

Reference yield:

ethyl 2-ethoxycarbonyl-4-benzyloxycarbonyl-5-methylpyrrole-3-propionate (50622-87-2) → 2-Methyl-pyrrol-carbonsaeureethylester-5-(β-propionsaeure-ethylester)-4 (40515-75-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 32 percent / H₂, Et₃N / 10percent Pd/C / aq. ethanol / 5 h / 1471.02 Torr

2: 2.2 g / Cu(OAc)2, quinoline / 3 h / 190 - 210 °C

With quinoline; copper diacetate; hydrogen; triethylamine; palladium on activated charcoal; In ethanol;

upstream raw materials:

diethyl 3-oxoadipate

isopentyl nitrite

Downstream raw materials:

2-methyl-4-(2'-carboxyethyl)pyrrole

2-Methyl-pyrrol-carbonsaeureethylester-5-(β-propionsaeure-ethylester)-4

3-(4,5-dimethyl-pyrrol-3-yl)-propionic acid

3-(2-carboxy-ethyl)-4,5-dimethyl-pyrrole-2-carboxylic acid benzyl ester