3-cyclopent-1-enyl-1-(4-nitro-phenyl)-4-[1-(toluene-4-sulphonyl)-1H-indol-3-yl]-pyrrole-2,5-dione

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Chemical Name:3-cyclopent-1-enyl-1-(4-nitro-phenyl)-4-[1-(toluene-4-sulphonyl)-1H-indol-3-yl]-pyrrole-2,5-dione
CAS No.:952527-59-2
Molecular Formula:C₃₀H₂₃N₃O₆S
Molecular Weight:553.595
Hs Code.:

Synonyms:3-cyclopent-1-enyl-1-(4-nitro-phenyl)-4-[1-(toluene-4-sulphonyl)-1H-indol-3-yl]-pyrrole-2,5-dione

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Chemical Property of 3-cyclopent-1-enyl-1-(4-nitro-phenyl)-4-[1-(toluene-4-sulphonyl)-1H-indol-3-yl]-pyrrole-2,5-dione

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Technology Process of 3-cyclopent-1-enyl-1-(4-nitro-phenyl)-4-[1-(toluene-4-sulphonyl)-1H-indol-3-yl]-pyrrole-2,5-dione

There total 7 articles about 3-cyclopent-1-enyl-1-(4-nitro-phenyl)-4-[1-(toluene-4-sulphonyl)-1H-indol-3-yl]-pyrrole-2,5-dione 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: 56.0%

: 952527-37-6
3-cyclopentylidene-2-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-acrylic acid methyl ester

: 1984-23-2
p-nitrophenyl isocyanide

: 952527-59-2
3-cyclopent-1-enyl-1-(4-nitro-phenyl)-4-[1-(toluene-4-sulphonyl)-1H-indol-3-yl]-pyrrole-2,5-dione

Guidance literature:: With oxygen; zinc trifluoromethanesulfonate; In tetrahydrofuran; water; at 50 ℃; for 24h;
DOI:10.1021/ol7018086

Reference yield:

: 120-72-9
indole

: 952527-59-2
3-cyclopent-1-enyl-1-(4-nitro-phenyl)-4-[1-(toluene-4-sulphonyl)-1H-indol-3-yl]-pyrrole-2,5-dione

Guidance literature:: Multi-step reaction with 7 steps

1.1: I₂; KOH / dimethylformamide / 2 h / 25 °C

2.1: 86 percent / NaOH / benzene / 2 h / 25 °C

3.1: 18.4 g / Et₃N; PPh₃; CuI / Pd(OAc)2 / 16 h / 80 °C

4.1: 12.12 g / TBAF / tetrahydrofuran / 0.08 h / 20 °C

5.1: n-BuLi / tetrahydrofuran; hexane / 0.17 h / -78 °C

5.2: tetrahydrofuran; hexane / 2 h / -78 °C

5.3: 66 percent / tetrahydrofuran; hexane / 2 h / 0 °C

6.1: 83 percent / Pd(PPh₃)4 / benzene / 24 h / 25 °C

7.1: 56 percent / Zn(OTf)2; O₂ / tetrahydrofuran; H₂O / 24 h / 50 °C

With potassium hydroxide; sodium hydroxide; copper(l) iodide; n-butyllithium; tetrabutyl ammonium fluoride; iodine; oxygen; zinc trifluoromethanesulfonate; triethylamine; triphenylphosphine; palladium diacetate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; hexane; water; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ol7018086

Reference yield:

: 952527-75-2
1-tosyl-3-((trimethylsilyl)ethynyl)-1H-indole

: 952527-59-2
3-cyclopent-1-enyl-1-(4-nitro-phenyl)-4-[1-(toluene-4-sulphonyl)-1H-indol-3-yl]-pyrrole-2,5-dione

Guidance literature:: Multi-step reaction with 4 steps

1.1: 12.12 g / TBAF / tetrahydrofuran / 0.08 h / 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 0.17 h / -78 °C

2.2: tetrahydrofuran; hexane / 2 h / -78 °C

2.3: 66 percent / tetrahydrofuran; hexane / 2 h / 0 °C

3.1: 83 percent / Pd(PPh₃)4 / benzene / 24 h / 25 °C

4.1: 56 percent / Zn(OTf)2; O₂ / tetrahydrofuran; H₂O / 24 h / 50 °C

With n-butyllithium; tetrabutyl ammonium fluoride; oxygen; zinc trifluoromethanesulfonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; hexane; water; benzene;
DOI:10.1021/ol7018086