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

Base Information

Chemical Name:5-bromo-3-(2-methoxycarbonylethyl)-4-methyl-2-(p-toluenesulfonyl)-1H-pyrrole
CAS No.:942294-39-5
Molecular Formula:C₁₆H₁₈BrNO₄S
Molecular Weight:400.293
Hs Code.:

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

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Chemical Property of 5-bromo-3-(2-methoxycarbonylethyl)-4-methyl-2-(p-toluenesulfonyl)-1H-pyrrole

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Technology Process of 5-bromo-3-(2-methoxycarbonylethyl)-4-methyl-2-(p-toluenesulfonyl)-1H-pyrrole

There total 4 articles about 5-bromo-3-(2-methoxycarbonylethyl)-4-methyl-2-(p-toluenesulfonyl)-1H-pyrrole 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: 67.0%

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

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

Guidance literature:: With phenyl-N,N,N-trimethylammonium tribromide; In dichloromethane; for 0.5h; cooling;
DOI:10.1007/s00706-006-0543-8

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 steps

1: DBU / acetonitrile / 20 h / 20 °C

2: DMAP / CH₂Cl₂ / 18 h / 20 °C

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

4: 67 percent / phenyl-N,N,N-trimethylammonium tribromide / CH₂Cl₂ / 0.5 h / cooling

With dmap; phenyl-N,N,N-trimethylammonium tribromide; 1,8-diazabicyclo[5.4.0]undec-7-ene; N,N,N',N'-tetramethylguanidine; In tetrahydrofuran; dichloromethane; isopropyl alcohol; acetonitrile; 1: Henry reaction / 3: Barton-Zard condensation;
DOI:10.1007/s00706-006-0543-8

Reference yield:

: 158584-51-1
methyl 4-hydroxy-5-nitro-hexanoate

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

Guidance literature:: Multi-step reaction with 3 steps

1: DMAP / CH₂Cl₂ / 18 h / 20 °C

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

3: 67 percent / phenyl-N,N,N-trimethylammonium tribromide / CH₂Cl₂ / 0.5 h / cooling

With dmap; phenyl-N,N,N-trimethylammonium tribromide; N,N,N',N'-tetramethylguanidine; In tetrahydrofuran; dichloromethane; isopropyl alcohol; 2: Barton-Zard condensation;
DOI:10.1007/s00706-006-0543-8