Dimethyl Indolizine-1,2-dicarboxylate

Base Information

• Chemical Name: Dimethyl Indolizine-1,2-dicarboxylate
• CAS No.: 16959-60-7
• Molecular Formula: C₁₂H₁₁NO₄
• Molecular Weight: 233.224
• DSSTox Substance ID: DTXSID001285877
• Nikkaji Number: J524.802G
• Mol file: 16959-60-7.mol

Synonyms:Dimethyl Indolizine-1,2-dicarboxylate;16959-60-7;DTXSID001285877;Indolizine-1,2-dicarboxylic acid dimethyl ester

Chemical Property of Dimethyl Indolizine-1,2-dicarboxylate

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 233.06880783
• Heavy Atom Count: 17
• Complexity: 318

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C1=CN2C=CC=CC2=C1C(=O)OC

Technology Process of Dimethyl Indolizine-1,2-dicarboxylate

There total 1 articles about Dimethyl Indolizine-1,2-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: 36.0%

4H-Chinolizin-1,2,3,4-tetracarbonsaeure-tetramethylester (1101-39-9) → Dimethyl ether (115-10-6,157621-61-9) + acetic acid methyl ester (79-20-9) + 3-(Methoxycarbonylmethyl)-1,2-indolizindicarbonsaeure-dimethylester (18782-33-7) + 1,2,3-Indolizintricarbonsaeure-trimethylester (4491-43-4) + 1,2-Indolizindicarbonsaeure-dimethylester (16959-60-7) + 2,3-Indolizindicarbonsaeure-dimethylester (82884-77-3)

Guidance literature:

at 220 ℃; for 10h; Mechanism;

Reference yield: 98.0%

1,2-Indolizindicarbonsaeure-dimethylester (16959-60-7) + diphenyl acetylene (501-65-5) → dimethyl 1,2-diphenylpyrrolo[2,1,5-cd]indolizine-3,4-dicarboxylate

Guidance literature:

With oxygen; palladium diacetate; In dimethyl sulfoxide; at 110 ℃;

DOI:10.1021/ol503681n

Reference yield: 97.0%

para-chlorotoluene (106-43-4) + 1,2-Indolizindicarbonsaeure-dimethylester (16959-60-7) → dimethyl 3-(p-tolyl)indolizine-1,2-dicarboxylate (1374400-89-1)

Guidance literature:

With palladium diacetate; caesium carbonate; tricyclohexylphosphine tetrafluoroborate; In toluene; at 20 - 130 ℃; for 24h; Inert atmosphere;

DOI:10.1002/chem.201103329

upstream raw materials:

4H-Chinolizin-1,2,3,4-tetracarbonsaeure-tetramethylester

Downstream raw materials:

3-benzoylindolizine-1,2-dicarboxylic acid dimethyl ester

dimethyl 3-(p-tolyl)indolizine-1,2-dicarboxylate