1H-Pyrrole-3,4-dicarboxylic acid, 2-benzoyl-1-methyl-5-phenyl-, dimethyl ester

Base Information

• Chemical Name: 1H-Pyrrole-3,4-dicarboxylic acid, 2-benzoyl-1-methyl-5-phenyl-, dimethyl ester
• CAS No.: 102537-10-0
• Molecular Formula: C22H19NO5
• Molecular Weight: 377.397
• Mol file: 102537-10-0.mol

Synonyms:

Chemical Property of 1H-Pyrrole-3,4-dicarboxylic acid, 2-benzoyl-1-methyl-5-phenyl-, dimethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Pyrrole-3,4-dicarboxylic acid, 2-benzoyl-1-methyl-5-phenyl-, dimethyl ester

There total 6 articles about 1H-Pyrrole-3,4-dicarboxylic acid, 2-benzoyl-1-methyl-5-phenyl-, dimethyl ester 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: 92.0%

2-methyl-3,5-diphenyl-2,3-dihydro-1,2-oxazole (52266-12-3) + 1,4-dimethyl but-2-enedioate (23055-10-9) → dimethyl 2-benzoyl-1-methyl-5-phenylpyrrole-3,4-dicarboxylate (102537-10-0)

Guidance literature:

2-methyl-3,5-diphenyl-2,3-dihydro-1,2-oxazole; 1,4-dimethyl but-2-enedioate; With 6,6'-dimethyl-2,2'-bipyridine; iridium(III) chloride monohydrate; potassium carbonate; Trimethylacetic acid; In water; toluene; at 110 ℃; for 2h; Inert atmosphere; Schlenk technique;

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In toluene; at 110 ℃; for 5h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.6b02905

Reference yield: 80.0%

Trifluoro-methanesulfonate3-methyl-2,5-diphenyl-oxazol-3-ium; + dimethyl acetylenedicarboxylate (762-42-5) → dimethyl 2-benzoyl-1-methyl-5-phenylpyrrole-3,4-dicarboxylate (102537-10-0)

Guidance literature:

With trimethylsilyl cyanide; cesium fluoride; In acetonitrile; for 2h; Mechanism; other substituted N-methyl oxazolium triflates; var. cyanides;

DOI:10.1021/jo00244a008

Reference yield: 47.0%

cis-1-methyl-2-benzoyl-3-phenylaziridine (6476-40-0) + dimethyl acetylenedicarboxylate (762-42-5) → 2-Benzoyl-1-methyl-5-phenyl-2,3-dihydro-1H-pyrrole-3,4-dicarboxylic acid dimethyl ester (113405-16-6,113405-27-9) + dimethyl 2-benzoyl-1-methyl-5-phenylpyrrole-3,4-dicarboxylate (102537-10-0)

Guidance literature:

In toluene; at 100 ℃; for 14h;

DOI:10.1021/jo00244a009

upstream raw materials:

cis-1-methyl-2-benzoyl-3-phenylaziridine

dimethyl acetylenedicarboxylate

(2R,5S)-2-Benzoyl-1-methyl-5-phenyl-2,5-dihydro-1H-pyrrole-3,4-dicarboxylic acid dimethyl ester

C₁₆H₁₅NO