Technology Process of (R)-2-{N-{[3-(1,2,4-oxadiazol-3-yl)bicyclo[1.1.1]pentan-1-yl]-methyl}-4-chlorophenylsulfonamido}-5,5,5-trifluoropentanamide
There total 11 articles about (R)-2-{N-{[3-(1,2,4-oxadiazol-3-yl)bicyclo[1.1.1]pentan-1-yl]-methyl}-4-chlorophenylsulfonamido}-5,5,5-trifluoropentanamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
boron trifluoride diethyl etherate;
In
1,2-dichloro-ethane;
at 23 - 80 ℃;
for 10h;
DOI:10.1021/jm300094u
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: thionyl chloride / 12 h / Reflux
2.1: 1 h / 0 °C / Reflux
3.1: sodium hydroxide / methanol / 1.17 h / 23 °C / Reflux
3.2: pH 2 / Inert atmosphere
4.1: oxalyl dichloride / diethyl ether; N,N-dimethyl-formamide / 0.5 h / 23 °C
5.1: ammonia / dichloromethane / 0.75 h / 23 °C
6.1: thionyl chloride / 2 h / Reflux
7.1: lithium borohydride / tetrahydrofuran / 14 h / 0 - 23 °C
8.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 12 h / 0 - 23 °C
9.1: hydroxylamine / ethanol; water / 1.5 h / 80 °C
10.1: boron trifluoride diethyl etherate / 1,2-dichloro-ethane / 10 h / 23 - 80 °C
With
lithium borohydride; thionyl chloride; oxalyl dichloride; di-isopropyl azodicarboxylate; boron trifluoride diethyl etherate; ammonia; hydroxylamine; triphenylphosphine; sodium hydroxide;
In
tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
8.1: Mitsunobu reaction;
DOI:10.1021/jm300094u
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: bromine; sodium hydroxide / 1,4-dioxane; water / 13.77 h / -3 - 23 °C
1.3: pH 2
2.1: thionyl chloride / 12 h / Reflux
3.1: 1 h / 0 °C / Reflux
4.1: sodium hydroxide / methanol / 1.17 h / 23 °C / Reflux
4.2: pH 2 / Inert atmosphere
5.1: oxalyl dichloride / diethyl ether; N,N-dimethyl-formamide / 0.5 h / 23 °C
6.1: ammonia / dichloromethane / 0.75 h / 23 °C
7.1: thionyl chloride / 2 h / Reflux
8.1: lithium borohydride / tetrahydrofuran / 14 h / 0 - 23 °C
9.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 12 h / 0 - 23 °C
10.1: hydroxylamine / ethanol; water / 1.5 h / 80 °C
11.1: boron trifluoride diethyl etherate / 1,2-dichloro-ethane / 10 h / 23 - 80 °C
With
lithium borohydride; thionyl chloride; oxalyl dichloride; di-isopropyl azodicarboxylate; boron trifluoride diethyl etherate; ammonia; hydroxylamine; bromine; triphenylphosphine; sodium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
9.1: Mitsunobu reaction;
DOI:10.1021/jm300094u
