Technology Process of (4aS,5S,7aS)-2-amino-3-ethyl-7a-(2-fluoro-5-nitrophenyl)-5-(trifluoromethyl)-4a,5,7,7a-tetrahydrofuro[3,4-d]pyrimidin-4(3H)-one
There total 10 articles about (4aS,5S,7aS)-2-amino-3-ethyl-7a-(2-fluoro-5-nitrophenyl)-5-(trifluoromethyl)-4a,5,7,7a-tetrahydrofuro[3,4-d]pyrimidin-4(3H)-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
tert-butyl ((4aS,5S,7aS)-3-ethyl-7a-(2-fluorophenyl)-4-oxo-5-(trifluoromethyl)-3,4,4a,5,7,7a-hexahydrofuro[3,4-d]pyrimidin-2-yl)carbamate;
With
nitric acid;
at 20 ℃;
for 24h;
With
sodium hydroxide;
In
water;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 1,1'-carbonyldiimidazole / dichloromethane / 1.08 h / Ice-cooling
1.2: 20 °C
2.1: n-butyllithium / hexane; tetrahydrofuran / 1.42 h / -78 - -60 °C / Inert atmosphere
2.2: 2 h / -60 °C
3.1: hydroxylamine hydrochloride; sodium acetate / methanol / 0.33 h / 50 °C
4.1: hydroquinone / xylenes / 22 h / 140 °C
5.1: zinc; acetic acid / 0 - 20 °C
6.1: chromium(VI) oxide; sulfuric acid / water; acetone / 72 h / 20 °C
7.1: sulfuric acid / 20 °C / Inert atmosphere; Reflux
8.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 - 50 °C / Inert atmosphere
9.1: nitric acid / 24 h / 20 °C
With
chromium(VI) oxide; n-butyllithium; sulfuric acid; hydroxylamine hydrochloride; nitric acid; sodium acetate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; hydroquinone; 1,1'-carbonyldiimidazole; zinc;
In
tetrahydrofuran; methanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone; xylenes;
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: formic acid / 20 °C / Ice-cooling
2.1: 1,1'-carbonyldiimidazole / dichloromethane / 1.08 h / Ice-cooling
2.2: 20 °C
3.1: n-butyllithium / hexane; tetrahydrofuran / 1.42 h / -78 - -60 °C / Inert atmosphere
3.2: 2 h / -60 °C
4.1: hydroxylamine hydrochloride; sodium acetate / methanol / 0.33 h / 50 °C
5.1: hydroquinone / xylenes / 22 h / 140 °C
6.1: zinc; acetic acid / 0 - 20 °C
7.1: chromium(VI) oxide; sulfuric acid / water; acetone / 72 h / 20 °C
8.1: sulfuric acid / 20 °C / Inert atmosphere; Reflux
9.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 - 50 °C / Inert atmosphere
10.1: nitric acid / 24 h / 20 °C
With
chromium(VI) oxide; n-butyllithium; formic acid; sulfuric acid; hydroxylamine hydrochloride; nitric acid; sodium acetate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; hydroquinone; 1,1'-carbonyldiimidazole; zinc;
In
tetrahydrofuran; methanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone; xylenes;