Technology Process of 1-ethyl-N,N-diethyl-3,4-dioxo-9-(phenylsulfonyl)-1,3,4,6,7,8-hexahydrofuro[3,4-f]indolizine-1-carboxamide
There total 11 articles about 1-ethyl-N,N-diethyl-3,4-dioxo-9-(phenylsulfonyl)-1,3,4,6,7,8-hexahydrofuro[3,4-f]indolizine-1-carboxamide which
guide to synthetic route it.
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synthetic route:
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(1SR,3aSR,9aSR)-1-ethyl-N,N-diethyl-3,4-dioxo-9-(phenylsulfonyl)-1,3,3a,4,6,7,8,9a-octahydrofuro[3,4-f]indolizine-1-carboxamide
- Guidance literature:
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With
2,3-dicyano-5,6-dichloro-p-benzoquinone;
In
benzene;
for 7h;
Reflux;
Inert atmosphere;
DOI:10.1016/j.tet.2011.02.017
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: tetrahydrofuran; hexane / 24 h / Inert atmosphere
2.1: 4-acetamidobenzenesulfonyl azide; triethylamine / acetonitrile / 20 °C / Inert atmosphere
3.1: dirhodium tetraacetate / benzene / 1.5 h / Reflux; Inert atmosphere
4.1: samarium diiodide / tetrahydrofuran / 1.5 h / -78 - -40 °C / Inert atmosphere
4.2: Inert atmosphere
5.1: dmap; triethylamine; acetyl chloride / dichloromethane / -78 - 20 °C / Inert atmosphere
6.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / benzene / 7 h / Reflux; Inert atmosphere
With
dmap; dirhodium tetraacetate; samarium diiodide; 4-acetamidobenzenesulfonyl azide; triethylamine; acetyl chloride; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
In
tetrahydrofuran; hexane; dichloromethane; acetonitrile; benzene;
DOI:10.1016/j.tet.2011.02.017
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / Inert atmosphere
2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 2 h / 0 °C / Inert atmosphere
3.1: tetrahydrofuran; hexane / 24 h / Inert atmosphere
4.1: 4-acetamidobenzenesulfonyl azide; triethylamine / acetonitrile / 20 °C / Inert atmosphere
5.1: dirhodium tetraacetate / benzene / 1.5 h / Reflux; Inert atmosphere
6.1: samarium diiodide / tetrahydrofuran / 1.5 h / -78 - -40 °C / Inert atmosphere
6.2: Inert atmosphere
7.1: dmap; triethylamine; acetyl chloride / dichloromethane / -78 - 20 °C / Inert atmosphere
8.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / benzene / 7 h / Reflux; Inert atmosphere
With
dmap; dirhodium tetraacetate; samarium diiodide; 4-acetamidobenzenesulfonyl azide; tetrabutyl ammonium fluoride; triethylamine; acetyl chloride; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
In
tetrahydrofuran; hexane; dichloromethane; acetonitrile; benzene;
DOI:10.1016/j.tet.2011.02.017