1H-Pyrrole-3-carboxylic acid, 1-(methoxymethyl)-5-[2-(4-methoxyphenyl)-1-[(4-methylphenyl)sulfonyl]-2 -oxoethyl]-, methyl ester

Base Information

• Chemical Name: 1H-Pyrrole-3-carboxylic acid, 1-(methoxymethyl)-5-[2-(4-methoxyphenyl)-1-[(4-methylphenyl)sulfonyl]-2 -oxoethyl]-, methyl ester
• CAS No.: 155474-09-2
• Molecular Formula: C24H25NO7S
• Molecular Weight: 471.531
• Mol file: 155474-09-2.mol

Synonyms:

Chemical Property of 1H-Pyrrole-3-carboxylic acid, 1-(methoxymethyl)-5-[2-(4-methoxyphenyl)-1-[(4-methylphenyl)sulfonyl]-2 -oxoethyl]-, methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1H-Pyrrole-3-carboxylic acid, 1-(methoxymethyl)-5-[2-(4-methoxyphenyl)-1-[(4-methylphenyl)sulfonyl]-2 -oxoethyl]-, methyl ester

There total 2 articles about 1H-Pyrrole-3-carboxylic acid, 1-(methoxymethyl)-5-[2-(4-methoxyphenyl)-1-[(4-methylphenyl)sulfonyl]-2 -oxoethyl]-, methyl 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:

4-methyl-benzaldehyde (104-87-0) → methyl N-methoxymethyl-2-[2-oxo-2-(4-methoxyphenyl)-1-tosylethyl]pyrrole-4-carboxylate (155474-09-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium diisopropylamide / tetrahydrofuran; hexane / 0.58 h / -78 - -60 °C

1.2: 63 percent / hexane; tetrahydrofuran / 1 h / -50 °C

2.1: 61 percent / DDQ / chlorobenzene / 4.5 h / Heating

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium diisopropyl amide; In tetrahydrofuran; hexane; chlorobenzene;

DOI:10.1021/ol0357954

Reference yield:

methyl 1-methoxymethyl-5-tosylmethyl-1H-pyrrole-3-carboxylate (155345-18-9) → methyl N-methoxymethyl-2-[2-oxo-2-(4-methoxyphenyl)-1-tosylethyl]pyrrole-4-carboxylate (155474-09-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium diisopropylamide / tetrahydrofuran; hexane / 0.58 h / -78 - -60 °C

1.2: 63 percent / hexane; tetrahydrofuran / 1 h / -50 °C

2.1: 61 percent / DDQ / chlorobenzene / 4.5 h / Heating

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium diisopropyl amide; In tetrahydrofuran; hexane; chlorobenzene;

DOI:10.1021/ol0357954

Reference yield: 97.0%

acetyl chloride (75-36-5) + methyl N-methoxymethyl-2-[2-oxo-2-(4-methoxyphenyl)-1-tosylethyl]pyrrole-4-carboxylate (155474-09-2) → methyl 2-[2-acetoxy-2-(4-methoxyphenyl)-1-tosyl]ethenyl-N-methoxymethylpyrrole-4-carboxylate (155474-12-7)

Guidance literature:

With triethylamine; In dichloromethane; at -45 - -10 ℃; Inert atmosphere;

DOI:10.1021/jo100742e

upstream raw materials:

4-methyl-benzaldehyde

methyl 1-methoxymethyl-5-tosylmethyl-1H-pyrrole-3-carboxylate

Downstream raw materials:

methyl 2-[2-acetoxy-2-(4-methoxyphenyl)-1-tosyl]ethenyl-N-methoxymethylpyrrole-4-carboxylate