Technology Process of tert-butyl ((4aS,5S,7aS)-7a-(2,3-difluoro-5-nitrophenyl)-5-(difluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-yl)carbamate
There total 18 articles about tert-butyl ((4aS,5S,7aS)-7a-(2,3-difluoro-5-nitrophenyl)-5-(difluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-yl)carbamate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
In
tetrahydrofuran;
at 60 ℃;
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: n-butyllithium / toluene; hexane; tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere
1.2: 1 h / -78 °C
2.1: zinc; acetic acid / 0 - 20 °C
2.2: Saturated solution
3.1: dichloromethane / 18 h / 20 °C
4.1: trifluoromethylsulfonic anhydride; pyridine / dichloromethane / 1.5 h / 0 °C
5.1: hydrogenchloride; water / methanol
6.1: Dess-Martin periodane / dichloromethane / 0 - 20 °C
7.1: diethylamino-sulfur trifluoride / dichloromethane / 0 - 20 °C
8.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; methanol / 16 h / Reflux
9.1: nitric acid; trifluoroacetic acid; sulfuric acid / 1.83 h / 0 °C
9.2: Saturated solution
10.1: tetrahydrofuran / 60 °C
With
pyridine; hydrogenchloride; methanol; n-butyllithium; trifluoromethylsulfonic anhydride; diethylamino-sulfur trifluoride; sulfuric acid; water; nitric acid; Dess-Martin periodane; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; zinc;
In
tetrahydrofuran; methanol; hexane; dichloromethane; toluene;
- Guidance literature:
-
Multi-step reaction with 13 steps
1.1: TurboGrignard / tetrahydrofuran / 0 - 10 °C / Inert atmosphere
1.2: 0 - 10 °C
2.1: hydroxylamine hydrochloride; sodium acetate / methanol / 20 - 35 °C
3.1: hydroquinone / toluene / 13 h / 110 - 115 °C
4.1: zinc; acetic acid / 15 - 18 °C
5.1: acetone / 0.25 h / 61.9 °C
6.1: sodium hydroxide / ethyl acetate; water / 1.7 - 5 °C
6.2: 1.5 h
7.1: trifluoromethylsulfonic anhydride; pyridine / dichloromethane / 1.5 h / 0 °C
8.1: hydrogenchloride; water / methanol
9.1: Dess-Martin periodane / dichloromethane / 0 - 20 °C
10.1: diethylamino-sulfur trifluoride / dichloromethane / 0 - 20 °C
11.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; methanol / 16 h / Reflux
12.1: nitric acid; trifluoroacetic acid; sulfuric acid / 1.83 h / 0 °C
12.2: Saturated solution
13.1: tetrahydrofuran / 60 °C
With
pyridine; hydrogenchloride; methanol; TurboGrignard; trifluoromethylsulfonic anhydride; diethylamino-sulfur trifluoride; sulfuric acid; hydroxylamine hydrochloride; water; nitric acid; sodium acetate; Dess-Martin periodane; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; hydroquinone; trifluoroacetic acid; sodium hydroxide; zinc;
In
tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; acetone; toluene;