Dimethyl 2,2-dimethyl-5-phenyl-2H-pyrrole-3,4-dicarboxylate

Base Information

• Chemical Name: Dimethyl 2,2-dimethyl-5-phenyl-2H-pyrrole-3,4-dicarboxylate
• CAS No.: 61728-55-0
• Molecular Formula: C16H17NO4
• Molecular Weight: 287.315
• DSSTox Substance ID: DTXSID00509740
• Mol file: 61728-55-0.mol

Synonyms:61728-55-0;DTXSID00509740;Dimethyl 2,2-dimethyl-5-phenyl-2H-pyrrole-3,4-dicarboxylate

Chemical Property of Dimethyl 2,2-dimethyl-5-phenyl-2H-pyrrole-3,4-dicarboxylate

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 287.11575802
• Heavy Atom Count: 21
• Complexity: 510

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C(=C(C(=N1)C2=CC=CC=C2)C(=O)OC)C(=O)OC)C

Technology Process of Dimethyl 2,2-dimethyl-5-phenyl-2H-pyrrole-3,4-dicarboxylate

There total 3 articles about Dimethyl 2,2-dimethyl-5-phenyl-2H-pyrrole-3,4-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: 55.0%

dimethyl acetylenedicarboxylate (762-42-5) + 2,2-dimethyl-3-phenyl-2H-azirine (14491-02-2) → 2,2-Dimethyl-5-phenyl-2H-pyrrol-3,4-dicarbonsaure-dimethylester (61728-55-0)

Guidance literature:

In benzene; at 25 ℃; for 36h; Irradiation;

DOI:10.1021/jm00161a019

Reference yield:

iodure de N,N,N-trimethyl hydrazonium de l'isobutyrophenon (56062-73-8) → 2,2-Dimethyl-5-phenyl-2H-pyrrol-3,4-dicarbonsaure-dimethylester (61728-55-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH / 1.) 2-propanol, 80 deg C, 1.5 h, 2.) 2-propanol, 35 deg C, 2 h

2: 55 percent / benzene / 36 h / 25 °C / Irradiation

With sodium hydride; In benzene;

DOI:10.1021/jm00161a019

Reference yield:

→ 2,2-Dimethyl-5-phenyl-2H-pyrrol-3,4-dicarbonsaure-dimethylester (61728-55-0)

Guidance literature:

Aus (1a) u. Acetyldicarbonsaeureethylester;

DOI:10.1002/hlca.19760590626

upstream raw materials:

dimethyl acetylenedicarboxylate

2,2-dimethyl-3-phenyl-2H-azirine

iodure de N,N,N-trimethyl hydrazonium de l'isobutyrophenon

Downstream raw materials:

1,2,2-trimethyl-5-phenyl-3,4-bis(hydroxymethyl)-3-pyrroline

1,2,2-trimethyl-5-phenyl-3,4-bis<<(N-2-propylcarbamoyl)oxy>methyl>-3-pyrroline

dimethyl 1,2,2-trimethyl-5-phenyl-3-pyrroline-3,4-dicarboxylate