Technology Process of N, N'-([(2E)-1,4-dioxo-2-butene-1,4-diyl]bis{benzene-4,1-diyl[(2S)-3-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1,2-propanediyl]})bis{3-chloro-4-[(1-methylethyl)oxy]benzamide}
There total 10 articles about N, N'-([(2E)-1,4-dioxo-2-butene-1,4-diyl]bis{benzene-4,1-diyl[(2S)-3-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1,2-propanediyl]})bis{3-chloro-4-[(1-methylethyl)oxy]benzamide} which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: ethyl acetate / 1.5 h
2.1: di-isopropyl azodicarboxylate; triphenylphosphine / methanol; toluene / 42 - 60 °C
2.2: 2 h / 60 °C
3.1: aluminum (III) chloride / 22 h / -5 °C
3.2: 35 - 50 °C
3.3: 18 h / 65 °C
4.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 5 - 8 °C
5.1: tetrabutylammomium bromide; water; potassium formate / acetonitrile / 40 h / Reflux
6.1: copper diacetate / methanol / 2.5 h / 50 - 60 °C
7.1: triethylamine / isopropyl alcohol; acetonitrile / 5 h / 20 °C
With
aluminum (III) chloride; di-isopropyl azodicarboxylate; tetrabutylammomium bromide; water; copper diacetate; potassium formate; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine;
In
methanol; ethyl acetate; isopropyl alcohol; toluene; acetonitrile;
2.1: Mitsunobu reaction / 3.1: Friedel Crafts acylation / 7.1: Wittig reaction;
DOI:10.1021/op100186c
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: di-isopropyl azodicarboxylate; triphenylphosphine / methanol; toluene / 42 - 60 °C
1.2: 2 h / 60 °C
2.1: aluminum (III) chloride / 22 h / -5 °C
2.2: 35 - 50 °C
2.3: 18 h / 65 °C
3.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 5 - 8 °C
4.1: tetrabutylammomium bromide; water; potassium formate / acetonitrile / 40 h / Reflux
5.1: copper diacetate / methanol / 2.5 h / 50 - 60 °C
6.1: triethylamine / isopropyl alcohol; acetonitrile / 5 h / 20 °C
With
aluminum (III) chloride; di-isopropyl azodicarboxylate; tetrabutylammomium bromide; water; copper diacetate; potassium formate; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine;
In
methanol; isopropyl alcohol; toluene; acetonitrile;
1.1: Mitsunobu reaction / 2.1: Friedel Crafts acylation / 6.1: Wittig reaction;
DOI:10.1021/op100186c
- Guidance literature:
-
Multi-step reaction with 5 steps
1: oxalyl dichloride; N,N-dimethyl-formamide / toluene / 1 h / 45 °C
2: N-ethyl-N,N-diisopropylamine / acetonitrile / 5 - 8 °C
3: tetrabutylammomium bromide; water; potassium formate / acetonitrile / 40 h / Reflux
4: copper diacetate / methanol / 2.5 h / 50 - 60 °C
5: triethylamine / isopropyl alcohol; acetonitrile / 5 h / 20 °C
With
oxalyl dichloride; tetrabutylammomium bromide; water; copper diacetate; potassium formate; triethylamine; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide;
In
methanol; isopropyl alcohol; toluene; acetonitrile;
5: Wittig reaction;
DOI:10.1021/op100186c