Benzyl 3,4,5-trimethylpyrrole-2-carboxylate

Base Information

• Chemical Name: Benzyl 3,4,5-trimethylpyrrole-2-carboxylate
• CAS No.: 4424-76-4
• Molecular Formula: C15H17NO2
• Molecular Weight: 243.305
• European Community (EC) Number: 636-949-8
• Nikkaji Number: J3.432.424G
• Mol file: 4424-76-4.mol

Synonyms:BENZYL 3,4,5-TRIMETHYLPYRROLE-2-CARBOXYLATE;SCHEMBL12031669;HCNZAGJJEVQXNV-UHFFFAOYSA-N;AKOS024323995;Phenylmethyl 3,4,5-trimethyl-1H-pyrrole-2-carboxylate

Chemical Property of Benzyl 3,4,5-trimethylpyrrole-2-carboxylate

Chemical Property:

• PSA: 0.00000
• LogP: 0.00000
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 243.125928785
• Heavy Atom Count: 18
• Complexity: 286

Purity/Quality:

95% ^*data from raw suppliers

BENZYL-3,4,5-TRIMETHYLPYRROLE-2-CARBOXYLATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(NC(=C1C)C(=O)OCC2=CC=CC=C2)C

Technology Process of Benzyl 3,4,5-trimethylpyrrole-2-carboxylate

There total 5 articles about Benzyl 3,4,5-trimethylpyrrole-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: 93.0%

2-(ethoxycarbonyl)-3,4,5-trimethylpyrrole (2199-46-4) + benzyl alcohol (100-51-6,185532-71-2) → 2-((benzyloxy)carbonyl)-3,4,5-trimethylpyrrole (4424-76-4)

Guidance literature:

With sodium; at 200 ℃;

DOI:10.1021/ja00359a012

Reference yield: 80.0%

3,5-dimethylpyrrole-2,4-dicarboxylic acid 2-benzyl ester (69912-09-0) → 2-((benzyloxy)carbonyl)-3,4,5-trimethylpyrrole (4424-76-4)

Guidance literature:

With B₂H₆-THF; In tetrahydrofuran; for 48h; Ambient temperature;

Reference yield:

benzyl 4-t-butoxycarbonyl-3,5-dimethylpyrrole-2-carboxylate (69912-08-9) → 2-((benzyloxy)carbonyl)-3,4,5-trimethylpyrrole (4424-76-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 12 g / CF₃COOH / 2 h / Ambient temperature

2: 80 percent / diborane-tetrahydrofuran complex / tetrahydrofuran / 48 h / Ambient temperature

With B₂H₆-THF; trifluoroacetic acid; In tetrahydrofuran;

upstream raw materials:

benzyl acetoacetate

2-(ethoxycarbonyl)-3,4,5-trimethylpyrrole

benzyl alcohol

3,5-dimethylpyrrole-2,4-dicarboxylic acid 2-benzyl ester

Downstream raw materials:

5-((acetoxy)methyl)-2-((benzyloxy)carbonyl)-3,4-dimethylpyrrole

3,4,5-trimethyl-2-pyrrolecarboxylic acid

5-bromomethyl-3,4-dimethyl-pyrrole-2-carboxylic acid benzyl ester

benzyl 5-formyl-3,4-dimethylpyrrole-2-carboxylate