Tert-butyl 4-(3-methoxy-3-oxopropyl)-3,5-dimethyl-1h-pyrrole-2-carboxylate

Base Information

• Chemical Name: Tert-butyl 4-(3-methoxy-3-oxopropyl)-3,5-dimethyl-1h-pyrrole-2-carboxylate
• CAS No.: 60024-89-7
• Molecular Formula: C15H23NO4
• Molecular Weight: 281.352
• NSC Number: 157292
• DSSTox Substance ID: DTXSID30303192
• Nikkaji Number: J914.203G
• Wikidata: Q82048354
• Mol file: 60024-89-7.mol

Synonyms:60024-89-7;tert-butyl 4-(3-methoxy-3-oxopropyl)-3,5-dimethyl-1h-pyrrole-2-carboxylate;PYR-4897;methyl 2,4-dimethyl-5-(tert-butoxycarbonyl)-3-pyrrolepropionate;TERT-BUTYL 4-(2-METHOXYCARBONYLETHYL)-3,5-DIMETHYL-1H-PYRROLE-2-CARBOXYLATE;NSC157292;Oprea1_262043;DTXSID30303192;MFCD00092160;AKOS024324592;NSC-157292;SB63537;AS-73274;W11775;Methyl 2,4-dimethyl-5-(t-butoxycarbonyl)-3-pyrrolepropionate;t-butyl 3,5-dimethyl-4-(2-methoxycarbonylethyl)-1h-pyrrole-2-carboxylate;tert-butyl4-(3-methoxy-3-oxopropyl)-3,5-dimethyl-1h-pyrrole-2-carboxylate;tert-Butyl 4-[2-(methoxycarbonyl)ethyl]-3,5-dimethyl-1H-pyrrole-2-carboxylate

Chemical Property of Tert-butyl 4-(3-methoxy-3-oxopropyl)-3,5-dimethyl-1h-pyrrole-2-carboxylate

Chemical Property:

• Vapor Pressure: 2.31E-06mmHg at 25°C
• Boiling Point: 392.3°Cat760mmHg
• Flash Point: 191.1°C
• Density: 1.094g/cm³
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 281.16270821
• Heavy Atom Count: 20
• Complexity: 361

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(NC(=C1CCC(=O)OC)C)C(=O)OC(C)(C)C

Technology Process of Tert-butyl 4-(3-methoxy-3-oxopropyl)-3,5-dimethyl-1h-pyrrole-2-carboxylate

There total 3 articles about Tert-butyl 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: 32.0%

tert-butyl acetoacetate (1694-31-1) + methyl 4-acetyl-5-oxohexanoate (13984-53-7) → 4-(2-methoxycarbonylethyl)-3,5-dimethyl-1H-pyrrole-2-carboxylic acid tert-butyl ester (60024-89-7)

Guidance literature:

tert-butyl acetoacetate; With acetic acid; sodium nitrite; at 5 ℃;

methyl 4-acetyl-5-oxohexanoate; With sodium acetate; acetic acid; zinc; at 65 ℃;

DOI:10.1055/s-2005-918435

Reference yield:

methyl 4-acetyl-5-oxohexanoate (13984-53-7) + t-butyl 2-hydroxyimino-3-oxobutanoate (14352-65-9) → 4-(2-methoxycarbonylethyl)-3,5-dimethyl-1H-pyrrole-2-carboxylic acid tert-butyl ester (60024-89-7)

Guidance literature:

With sodium acetate; acetic acid; zinc; In water; at 65 ℃; for 2h;

Reference yield:

tert-butyl acetoacetate (1694-31-1) → 4-(2-methoxycarbonylethyl)-3,5-dimethyl-1H-pyrrole-2-carboxylic acid tert-butyl ester (60024-89-7)

Guidance literature:

With acetic acid; sodium nitrite; anschliessend Erwaermen mit 4-Acetyl-5-oxo-hexansaeure-methylester und Zink-Pulver;

upstream raw materials:

tert-butyl acetoacetate

methyl 4-acetyl-5-oxohexanoate

t-butyl 2-hydroxyimino-3-oxobutanoate

Downstream raw materials:

3-{5-Formyl-2-[5-formyl-3-(2-methoxycarbonyl-ethyl)-4-methyl-1H-pyrrol-2-ylmethyl]-4-methyl-1H-pyrrol-3-yl}-propionic acid methyl ester

coproporphyrinogen III

3,3'-(3,7,12,17-tetramethyl-8,13-divinyl-21H,23H-porphine-2,18-diyl)-bis-propionic acid dimethyl ester

coproporphyrin III tetramethyl ester