Ethyl 2,4-dimethyl-5-(ethoxycarbonyl)-3-pyrrolepropionate

Base Information

• Chemical Name: Ethyl 2,4-dimethyl-5-(ethoxycarbonyl)-3-pyrrolepropionate
• CAS No.: 54278-10-3
• Molecular Formula: C14H21 N O4
• Molecular Weight: 267.325
• Hs Code.: 2933990090
• NSC Number: 157290
• DSSTox Substance ID: DTXSID10303190
• Nikkaji Number: J1.145.656A
• Wikidata: Q72474541
• Mol file: 54278-10-3.mol

Synonyms:54278-10-3;Ethyl 2,4-dimethyl-5-(ethoxycarbonyl)-3-pyrrolepropionate;ethyl 4-(3-ethoxy-3-oxopropyl)-3,5-dimethyl-1h-pyrrole-2-carboxylate;5-(Ethoxycarbonyl)-2,4-dimethyl-1H-pyrrole-3-propionic acid ethyl ester;MFCD00010644;NSC157290;SCHEMBL891168;DTXSID10303190;AKOS015898102;CS-W012414;NSC 157290;NSC-157290;SB63888;AS-18101;SY005500;FT-0640233;ethyl 2,4-dimethyl-5-(ethoxycarbonyl)-3-pyrrolepr;2,4-Dimethyl-3-carbethoxy ethyl-5-carbethoxy-pyrrole;ethyl 2,4-dimethyl-5-(ethoxycarbonyl)-3-pyrrolepropanoate;Ethyl2,4-dimethyl-5-(ethoxycarbonyl)-3-pyrrolepropionate;2,4-Dimethyl-5-ethoxycarbonyl-3-(2-ethoxycarbonylethyl)pyrrole;2-ethoxycarbonyl-4-(2-ethoxycarbonylethyl)-3,5-dimethylpyrrole;ethyl 5-(ethoxycarbonyl)-2,4-dimethyl-1h-pyrrole-3-propanoate;2,4-dimethyl-5-ethoxycarbonyl-3-(2-ethoxycarbonylethyl)-pyrrole;Ethyl 2,4-dimethyl-5-(ethoxycarbonyl)-3-pyrrolepropionate, 97%;3,5-Dimethyl-4-(3-ethoxy-3-oxopropyl)-1H-pyrrole-2-carboxylic acid ethyl ester

Chemical Property of Ethyl 2,4-dimethyl-5-(ethoxycarbonyl)-3-pyrrolepropionate

Chemical Property:

• Vapor Pressure: 2.79E-06mmHg at 25°C
• Melting Point: 75-77 ºC
• Boiling Point: 389.8 °C at 760 mmHg
• PKA: 16.40±0.50(Predicted)
• Flash Point: 189.5 °C
• PSA: 68.39000
• Density: 1.111 g/cm³
• LogP: 2.30390
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 267.14705815
• Heavy Atom Count: 19
• Complexity: 319

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl 2,4-dimethyl-5-(ethoxycarbonyl)-3-pyrrolepropionate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)CCC1=C(NC(=C1C)C(=O)OCC)C
• Uses: Ethyl 2,4-dimethyl-5-(ethoxycarbonyl)-3-pyrrolepropionate may be used in chemical synthesis studies.

Technology Process of Ethyl 2,4-dimethyl-5-(ethoxycarbonyl)-3-pyrrolepropionate

There total 12 articles about Ethyl 2,4-dimethyl-5-(ethoxycarbonyl)-3-pyrrolepropionate 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: 75.9%

ethyl 4,6-dioxo-5-methylheptanoate (17266-65-8) + diethyl aminomalonate hydrochloride (13433-00-6) → ethyl 5-(ethoxycarbonyl)-2,4-dimethyl-1H-pyrrole-3-propanoate (54278-10-3)

Guidance literature:

With sodium acetate; acetic acid; In ethanol; water;

Reference yield: 75.0%

diethyl oximinomalonate (6829-41-0) + ethyl 4-acetyl-5-oxohexanoate (2832-10-2) → ethyl 5-(ethoxycarbonyl)-2,4-dimethyl-1H-pyrrole-3-propanoate (54278-10-3)

Guidance literature:

With sodium acetate; acetic acid; zinc; for 2h; Heating;

DOI:10.1016/S0040-4020(01)80362-8

Reference yield:

acetylacetone (123-54-6,81235-32-7) → ethyl 5-(ethoxycarbonyl)-2,4-dimethyl-1H-pyrrole-3-propanoate (54278-10-3)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanolic sodium ethylate

2: zinc-powder; aqueous acetic acid

With sodium ethanolate; acetic acid; zinc;

upstream raw materials:

3-(5-ethoxycarbonyl-2,4-dimethyl-pyrrol-3-yl)-2,3-dibromo-propionic acid ethyl ester

diethyl 1,3-acetonedicarboxylate

ethyl 4-acetyl-5-oxohexanoate

ethyl 2-hydroxyimino-3-oxobutanoate

Downstream raw materials:

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

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

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

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

Refernces

• 1、 -. "FORMULATIONS FOR PHARMACEUTICAL AGENTS IONIZABLE AS FREE ACIDS OR FREE BASES". . . Retrieved 2008/06/13.
• 2、 -. "Pyrrole substituted 2-indolinone protein kinase inhibitors". . . Retrieved 2008/06/13.