2-Tert-butyl 4-ethyl 3,5-dimethyl-1h-pyrrole-2,4-dicarboxylate

Base Information

• Chemical Name: 2-Tert-butyl 4-ethyl 3,5-dimethyl-1h-pyrrole-2,4-dicarboxylate
• CAS No.: 86770-31-2
• Molecular Formula: C14H21NO4
• Molecular Weight: 267.325
• Hs Code.: 2933990090
• European Community (EC) Number: 617-915-1
• DSSTox Substance ID: DTXSID40402201
• Nikkaji Number: J1.774.753C
• Wikidata: Q72471954
• Mol file: 86770-31-2.mol

Synonyms:86770-31-2;2-tert-butyl 4-ethyl 3,5-dimethyl-1h-pyrrole-2,4-dicarboxylate;3,5-dimethylpyrrole-2,4-dicarboxylic acid 2-t-butyl ester-4-ethyl ester;3,5-Dimethyl-1H-pyrrole-2,4-dicarboxylic acid 2-tert-butyl ester 4-ethyl ester;2-(tert-Butyl) 4-ethyl 3,5-dimethyl-1H-pyrrole-2,4-dicarboxylate;2-O-tert-butyl 4-O-ethyl 3,5-dimethyl-1H-pyrrole-2,4-dicarboxylate;MFCD02179394;2-tert-Butyl 4-ethyl 3,5-dimethylpyrrole-2,4-dicarboxylate;SCHEMBL1627629;DTXSID40402201;CJXJFSNESZDOGK-UHFFFAOYSA-N;BCP04677;3,5-Dimethyl-1H-pyrrole-2,4-dicarboxylic acid-2 -butyl-4-ethyl ester;3,5-Dimethylpyrrole-2,4-dicarboxylic acid 2-t-butyl ester 4-ethyl ester;AKOS015888742;AB11085;AC-4253;SY020838;TS-00870;AM20090786;CS-0100009;FT-0651397;Q-101342;t-butyl-2,4-dimethyl-3-carbethoxy pyrrole-5-carboxylate;2-tert-butyl4-ethyl3,5-dimethyl-1h-pyrrole-2,4-dicarboxylate;2-tert-butyloxycarbonyl-3,5-dimethyl-4-ethoxycarbonylpyrrole;3,5-Dimethyl-1H-pyrrole-2,4-dicarboxylic acid 2-tert-butyl 4-ethyl ester;3,5-dimethyl-1h-pyrrole-2,4-dicarboxylic acid-2-butyl-4-ethyl ester;3,5-Dimethylpyrrole-2,4-dicarboxylic acid 2-tert-butyl ester 4-ethyl ester;3,5-dimethylpyrrole-2,4-dicarboxylic acid 4-ethyl ester-2-t-butyl ester;3,5-dimethylpyrrole-2,4-dicarboxylic acid 4-ethyl ester-2-tert-butyl ester;3,5-Dimethylpyrrole-2,4-dicarboxylic acid2-tert-butyl ester 4-ethyl ester;3,5-dimethyl-1H-pyrrole-2,4-dicarboxylic acid 2-tertiary butyl ester 4-ethyl ester;3,5-dimethyl-1h-pyrrole-2,4-dicarboxylic acid, 2-tert butyl ester, 4-ethyl ester;3,5-Dimethyl-1H-pyrrole-2.4-dicarboxylic acid 2-tert-butyl ester 4-ethyl ester;4-ETHYL 2-(2-METHYL-2-PROPANYL) 3,5-DIMETHYL-1H-PYRROLE-2,4-DICARBOXYLATE;1H-PYRROLE-2,4-DICARBOXYLIC ACID, 3,5-DIMETHYL-, 2-(1,1-DIMETHYLETHYL) 4-ETHYL ESTER

Chemical Property of 2-Tert-butyl 4-ethyl 3,5-dimethyl-1h-pyrrole-2,4-dicarboxylate

Chemical Property:

• Vapor Pressure: 3.44E-06mmHg at 25°C
• Refractive Index: 1.509
• Boiling Point: 386.8 °C at 760 mmHg
• PKA: 14.56±0.50(Predicted)
• Flash Point: 187.8 °C
• PSA: 68.39000
• Density: 1.103 g/cm³
• LogP: 2.76350
• Storage Temp.: 2-8°C
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 267.14705815
• Heavy Atom Count: 19
• Complexity: 348

Purity/Quality:

99% ^*data from raw suppliers

3,5-Dimethyl-1h-pyrrole-2,4-dicarboxylicacid2-tert-butylester4-ethylester ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(NC(=C1C)C(=O)OC(C)(C)C)C

Technology Process of 2-Tert-butyl 4-ethyl 3,5-dimethyl-1h-pyrrole-2,4-dicarboxylate

There total 8 articles about 2-Tert-butyl 4-ethyl 3,5-dimethyl-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: 85.0%

tert-butyl acetoacetate (1694-31-1) + ethyl acetoacetate (141-97-9) → 2-tert-butyl 4-ethyl 3,5-dimethyl-1H-pyrrole-2,4-dicarboxylate (86770-31-2)

Guidance literature:

tert-butyl acetoacetate; With acetic acid; sodium nitrite; at 25 - 30 ℃;

ethyl acetoacetate; With acetic acid; zinc; at 55 - 65 ℃; for 48h;

DOI:10.1002/jhet.4370

Reference yield: 50.0%

t-butyl 2-hydroxyimino-3-oxobutanoate (14352-65-9) + ethyl acetoacetate (141-97-9) → 2-tert-butyl 4-ethyl 3,5-dimethyl-1H-pyrrole-2,4-dicarboxylate (86770-31-2)

Guidance literature:

With acetic acid; zinc; at 60 ℃; for 1h;

DOI:10.1039/c6ob00406g

Reference yield: 45.6%

tert-butyl (E)-2-(hydroxyimino)-3-oxobutanoate (1312786-80-3) + ethyl acetoacetate (141-97-9) → 2-tert-butyl 4-ethyl 3,5-dimethyl-1H-pyrrole-2,4-dicarboxylate (86770-31-2)

Guidance literature:

ethyl acetoacetate; With acetic acid; zinc; at 60 ℃; for 0.0833333h;

tert-butyl (E)-2-(hydroxyimino)-3-oxobutanoate; at 80 ℃; for 1h;

DOI:10.1016/j.jchromb.2018.05.050

upstream raw materials:

tert-butyl acetoacetate

(Z)-2-hydroxyimino-3-oxo-butyric acid tert-butyl ester

ethyl acetoacetate

t-butyl 2-hydroxyimino-3-oxobutanoate

Refernces

• 1、 Rasal, Nishant K.,Sonawane, Rahul B.,Jagtap, Sangeeta V.. "Synthesis, biological evaluation, and in silico study of pyrazoline-conjugated 2,4-dimethyl-1H-pyrrole-3-carboxylic acid derivatives". . . Retrieved 2020/10/22.
• 2、 Zhou, Qifan,Jia, Lina,Du, Fangyu,Dong, Xiaoyu,Sun, Wanyu,Wang, Lihui,Chen, Guoliang. "Design, synthesis and biological activities of pyrrole-3-carboxamide derivatives as EZH2 (enhancer of zeste homologue 2) inhibitors and anticancer agents". supporting information. p. 2247 - 2255. Retrieved 2020/02/20.