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

Base Information

• Chemical Name: 4-Tert-butyl 2-ethyl 3-(3-ethoxy-3-oxopropyl)-5-methyl-1h-pyrrole-2,4-dicarboxylate
• CAS No.: 31695-39-3
• Molecular Formula: C₁₈H₂₇NO₆
• Molecular Weight: 353.415
• NSC Number: 157298
• DSSTox Substance ID: DTXSID50303194
• Wikidata: Q82048357
• Mol file: 31695-39-3.mol

Synonyms:31695-39-3;NSC157298;4-tert-butyl 2-ethyl 3-(3-ethoxy-3-oxopropyl)-5-methyl-1h-pyrrole-2,4-dicarboxylate;DTXSID50303194;AKOS024322322;NSC-157298;(2-ETO-CARBONYL-ET)-5-ME-PYRROLE-2,4-DICARBOXYLIC ACID TERT-BU ESTER 2-ET ESTER

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

Chemical Property:

• Vapor Pressure: 9.54E-10mmHg at 25°C
• Boiling Point: 489.9°Cat760mmHg
• Flash Point: 250.1°C
• Density: 1.133g/cm³
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 11
• Exact Mass: 353.18383758
• Heavy Atom Count: 25
• Complexity: 484

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CCC1=C(NC(=C1C(=O)OC(C)(C)C)C)C(=O)OCC

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

There total 2 articles about 4-Tert-butyl 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) → 3-(2-ethoxycarbonyl-ethyl)-5-methyl-pyrrole-2,4-dicarboxylic acid-2-ethyl ester-4-tert-butyl ester (31695-39-3)

Guidance literature:

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

DOI:10.1111/1467-7717.00150

Reference yield:

→ 3-(2-ethoxycarbonyl-ethyl)-5-methyl-pyrrole-2,4-dicarboxylic acid-2-ethyl ester-4-tert-butyl ester (31695-39-3)

Guidance literature:

Aus 5c mit Zn-acetat in Eisessig;

DOI:10.1055/s-1970-21645

Reference yield:

3-(2-ethoxycarbonyl-ethyl)-5-methyl-pyrrole-2,4-dicarboxylic acid-2-ethyl ester-4-tert-butyl ester (31695-39-3) → 2-Methyl-pyrrol-carbonsaeureethylester-5-(β-propionsaeure-ethylester)-4 (40515-75-1)

Guidance literature:

Multi-step reaction with 2 steps

1: aqueous acetic acid

2: toluene-4-sulfonic acid / 240 - 250 °C

With toluene-4-sulfonic acid; acetic acid;

DOI:10.1111/1467-7717.00150

upstream raw materials:

diethyl 3-oxoadipate

isopentyl nitrite

Downstream raw materials:

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