Methyl 2-benzyl-4-methyl-1H-pyrrole-3-carboxylate

Base Information

• Chemical Name: Methyl 2-benzyl-4-methyl-1H-pyrrole-3-carboxylate
• CAS No.: 104726-86-5
• Molecular Formula: C₁₄H₁₅NO₂
• Molecular Weight: 229.279
• DSSTox Substance ID: DTXSID70551473
• Wikidata: Q82431156
• Mol file: 104726-86-5.mol

Synonyms:104726-86-5;Methyl 2-benzyl-4-methyl-1H-pyrrole-3-carboxylate;DTXSID70551473

Chemical Property of Methyl 2-benzyl-4-methyl-1H-pyrrole-3-carboxylate

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 229.110278721
• Heavy Atom Count: 17
• Complexity: 261

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CNC(=C1C(=O)OC)CC2=CC=CC=C2

Technology Process of Methyl 2-benzyl-4-methyl-1H-pyrrole-3-carboxylate

There total 5 articles about Methyl 2-benzyl-4-methyl-1H-pyrrole-3-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: 47.0%

2-Benzyl-4-methyl-1-trimethylsilanyl-2-trimethylsilanyloxy-2,5-dihydro-1H-pyrrole-3-carboxylic acid methyl ester → 2-Benzyl-3-carbomethoxy-4-methylpyrrole (104726-86-5)

Guidance literature:

With silicic acid;

DOI:10.1016/S0040-4039(00)96255-5

Reference yield:

2-Benzyl-5-iodo-4-methyl-1H-pyrrole-3-carboxylic acid methyl ester → 2-Benzyl-3-carbomethoxy-4-methylpyrrole (104726-86-5)

Guidance literature:

With hydrogen; triethylamine; palladium on activated charcoal; In methanol;

Reference yield:

methyl-bis(trimethylsilyl)aminomethylpropiolate (112561-10-1) → 2-Benzyl-3-carbomethoxy-4-methylpyrrole (104726-86-5)

Guidance literature:

Multi-step reaction with 2 steps

2: 47 percent / silicic acid

With silicic acid;

DOI:10.1016/S0040-4039(00)96255-5

upstream raw materials:

methyl-bis(trimethylsilyl)aminomethylpropiolate

phenylacetyl chloride