methyl 5-phenyl-3,4-dihydro-2H-pyrrole-2-carboxylate

Base Information

• Chemical Name: methyl 5-phenyl-3,4-dihydro-2H-pyrrole-2-carboxylate
• CAS No.: 111836-35-2
• Molecular Formula: C12H13NO2
• Molecular Weight: 203.241
• DSSTox Substance ID: DTXSID60397145
• Nikkaji Number: J2.442.634C
• Mol file: 111836-35-2.mol

Synonyms:111836-35-2;methyl 5-phenyl-3,4-dihydro-2H-pyrrole-2-carboxylate;2H-Pyrrole-2-carboxylic acid, 3,4-dihydro-5-phenyl-, methyl ester;5-PHENYL-3,4-DIHYDRO-2H-PYRROLE-2-CARBOXYLIC ACID METHYL ESTER;Oprea1_484782;SCHEMBL22546653;DTXSID60397145;AS-71914;W11706;A925617;2-Phenyl-1-pyrroline-5-carboxylic acid methyl ester;methyl5-phenyl-3,4-dihydro-2H-pyrrole-2-carboxylate

Chemical Property of methyl 5-phenyl-3,4-dihydro-2H-pyrrole-2-carboxylate

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 203.094628657
• Heavy Atom Count: 15
• Complexity: 267

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1CCC(=N1)C2=CC=CC=C2

Technology Process of methyl 5-phenyl-3,4-dihydro-2H-pyrrole-2-carboxylate

There total 11 articles about methyl 5-phenyl-3,4-dihydro-2H-pyrrole-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: 78.0%

methyl N-(diphenylmethylene)glycinate (81167-39-7) + Phenyl vinyl ketone (768-03-6,26742-84-7) → 5-phenyl-3,4-dihydro-2H-pyrrole-2-carboxylate de methyle (111836-35-2)

Guidance literature:

methyl N-(diphenylmethylene)glycinate; Phenyl vinyl ketone; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 5 - 20 ℃; Inert atmosphere;

With hydrogenchloride; In dichloromethane; water; at 20 ℃; Inert atmosphere;

DOI:10.1021/acs.orglett.8b02902

Reference yield: 62.0%

4-(2-Phenyl-[1,3]dioxolan-2-yl)-2-{[1-phenyl-meth-(E)-ylidene]-amino}-butyric acid methyl ester (111836-48-7) → 5-phenyl-3,4-dihydro-2H-pyrrole-2-carboxylate de methyle (111836-35-2)

Guidance literature:

With sodium hydroxide; In diethyl ether;

DOI:10.1016/S0040-4039(00)95936-7

Reference yield: 61.0%

5-hydroxyimino-5-phenylpentanoic acid methyl ester (934520-52-2) → 5-phenyl-3,4-dihydro-2H-pyrrole-2-carboxylate de methyle (111836-35-2)

Guidance literature:

With acetic anhydride; In N,N-dimethyl acetamide; at 240 ℃; for 0.283333h; microwave irradiation;

DOI:10.1021/ol0630043

upstream raw materials:

4-(2-Phenyl-[1,3]dioxolan-2-yl)-2-{[1-phenyl-meth-(E)-ylidene]-amino}-butyric acid methyl ester

methanol

5-Phenyl-3,4-dihydro-2H-pyrrole-2-carboxylic acid; hydrochloride

5-hydroxyimino-5-phenylpentanoic acid methyl ester

Downstream raw materials:

1,4-imino-1-methoxycarbonyl-exo-2,3-(N-methyldicarboximido)-4-phenylcyclohexane

1,4-imino-1-methoxycarbonyl-exo-2,3-(N-phenyldicarboximido)-4-phenylcyclohexane