4-(2-methoxycarbonylethyl)-3-methyl-5-(p-toluenesulfonyl)-3-pyrrolin-2-one

Base Information

Chemical Name:4-(2-methoxycarbonylethyl)-3-methyl-5-(p-toluenesulfonyl)-3-pyrrolin-2-one
CAS No.:942294-40-8
Molecular Formula:C₁₆H₁₉NO₅S
Molecular Weight:337.397
Hs Code.:

Synonyms:4-(2-methoxycarbonylethyl)-3-methyl-5-(p-toluenesulfonyl)-3-pyrrolin-2-one

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Chemical Property of 4-(2-methoxycarbonylethyl)-3-methyl-5-(p-toluenesulfonyl)-3-pyrrolin-2-one

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Technology Process of 4-(2-methoxycarbonylethyl)-3-methyl-5-(p-toluenesulfonyl)-3-pyrrolin-2-one

There total 5 articles about 4-(2-methoxycarbonylethyl)-3-methyl-5-(p-toluenesulfonyl)-3-pyrrolin-2-one 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: 90.0%

: 942294-39-5
5-bromo-3-(2-methoxycarbonylethyl)-4-methyl-2-(p-toluenesulfonyl)-1H-pyrrole

: 942294-40-8
4-(2-methoxycarbonylethyl)-3-methyl-5-(p-toluenesulfonyl)-3-pyrrolin-2-one

Guidance literature:: 5-bromo-3-(2-methoxycarbonylethyl)-4-methyl-2-(p-toluenesulfonyl)-1H-pyrrole; With trifluoroacetic acid; In dimethyl sulfoxide; for 2.5h;

With iodine; zinc; In dimethyl sulfoxide; for 2h;
DOI:10.1007/s00706-006-0543-8

Reference yield:

: 942294-38-4
3-(2-methoxycarbonylethyl)-4-methyl-2-(p-toluenesulfonyl)-1H-pyrrole

: 942294-40-8
4-(2-methoxycarbonylethyl)-3-methyl-5-(p-toluenesulfonyl)-3-pyrrolin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: 67 percent / phenyl-N,N,N-trimethylammonium tribromide / CH₂Cl₂ / 0.5 h / cooling

2.1: TFA / dimethylsulfoxide / 2.5 h

2.2: 90 percent / iodine; zinc / dimethylsulfoxide / 2 h

With phenyl-N,N,N-trimethylammonium tribromide; trifluoroacetic acid; In dichloromethane; dimethyl sulfoxide;
DOI:10.1007/s00706-006-0543-8

Reference yield:

: 13865-19-5
4-oxobutanoic acid methyl ester

: 942294-40-8
4-(2-methoxycarbonylethyl)-3-methyl-5-(p-toluenesulfonyl)-3-pyrrolin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: DBU / acetonitrile / 20 h / 20 °C

2.1: DMAP / CH₂Cl₂ / 18 h / 20 °C

3.1: 45 percent / 1,1,3,3-tetramethylguanidine / tetrahydrofuran; propan-2-ol / 20 h / 20 °C

4.1: 67 percent / phenyl-N,N,N-trimethylammonium tribromide / CH₂Cl₂ / 0.5 h / cooling

5.1: TFA / dimethylsulfoxide / 2.5 h

5.2: 90 percent / iodine; zinc / dimethylsulfoxide / 2 h

With dmap; phenyl-N,N,N-trimethylammonium tribromide; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; N,N,N',N'-tetramethylguanidine; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; isopropyl alcohol; acetonitrile; 1.1: Henry reaction / 3.1: Barton-Zard condensation;
DOI:10.1007/s00706-006-0543-8