Technology Process of N-(2-((5aS,9aR)-1-(2,2-dimethoxyethyl)-4-methoxy-6-oxo-5a,6,7,9a-tetrahydrodibenzo[b,d]furan-9a-yl)ethyl)-N-methyl-2,4-dinitrobenzenesulfonamide
There total 16 articles about N-(2-((5aS,9aR)-1-(2,2-dimethoxyethyl)-4-methoxy-6-oxo-5a,6,7,9a-tetrahydrodibenzo[b,d]furan-9a-yl)ethyl)-N-methyl-2,4-dinitrobenzenesulfonamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
In
ethyl acetate;
at 80 ℃;
for 3h;
Inert atmosphere;
DOI:10.1139/v11-071
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: N-Bromosuccinimide / chloroform / Inert atmosphere; Reflux
2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 0 °C / Inert atmosphere
3.1: tert.-butyl lithium / tetrahydrofuran / 0.42 h / -78 °C / Inert atmosphere
3.2: 3.58 h / 0 °C / Inert atmosphere; Reflux
4.1: toluene-4-sulfonic acid / tetrahydrofuran / 2 h / Inert atmosphere; Reflux
5.1: tributylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 12 h / 4 - 25 °C / Inert atmosphere
6.1: tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; potassium carbonate / toluene / 16 h / 110 °C / Inert atmosphere
6.2: 16 h / 0 - 25 °C / Inert atmosphere
7.1: trifluoroacetic acid / dichloromethane / 0.42 h / 0 °C / Inert atmosphere
8.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.33 h / Inert atmosphere
9.1: toluene-4-sulfonic acid / 72 h / Inert atmosphere; Reflux
10.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate / 3 h / 80 °C / Inert atmosphere
With
tris-(dibenzylideneacetone)dipalladium(0); N-Bromosuccinimide; tributylphosphine; tri-tert-butyl phosphine; di-isopropyl azodicarboxylate; tert.-butyl lithium; potassium carbonate; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
In
tetrahydrofuran; dichloromethane; chloroform; ethyl acetate; toluene;
3.1: Wittig reaction / 3.2: Wittig reaction / 5.1: Mitsunobu reaction / 6.1: Heck coupling reaction;
DOI:10.1139/v11-071
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: potassium carbonate / tetrahydrofuran / 18.25 h / -40 - 25 °C / Inert atmosphere
2.1: hydrogenchloride / ethanol; water / 4 h / Inert atmosphere
3.1: ethanol; water / 4 h / Inert atmosphere
4.1: 1H-imidazole / dichloromethane / -78 - 25 °C / Inert atmosphere
5.1: tributylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 12 h / 4 - 25 °C / Inert atmosphere
6.1: tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; potassium carbonate / toluene / 16 h / 110 °C / Inert atmosphere
6.2: 16 h / 0 - 25 °C / Inert atmosphere
7.1: trifluoroacetic acid / dichloromethane / 0.42 h / 0 °C / Inert atmosphere
8.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.33 h / Inert atmosphere
9.1: toluene-4-sulfonic acid / 72 h / Inert atmosphere; Reflux
10.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate / 3 h / 80 °C / Inert atmosphere
With
1H-imidazole; hydrogenchloride; tris-(dibenzylideneacetone)dipalladium(0); tributylphosphine; tri-tert-butyl phosphine; di-isopropyl azodicarboxylate; potassium carbonate; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
In
tetrahydrofuran; ethanol; dichloromethane; water; ethyl acetate; toluene;
5.1: Mitsunobu reaction / 6.1: Heck coupling reaction;
DOI:10.1139/v11-071