Technology Process of 1-{4-[5-(2-fluorobiphenyl-4-yl)-1,2,4oxadiazol-3-yl]benzyl}piperidine-4,4-dicarboxylic acid benzyl ester (2,2-dimethylpropanoyloxymethyl) ester
There total 9 articles about 1-{4-[5-(2-fluorobiphenyl-4-yl)-1,2,4oxadiazol-3-yl]benzyl}piperidine-4,4-dicarboxylic acid benzyl ester (2,2-dimethylpropanoyloxymethyl) ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
1-{4-[5-(2-fluorobiphenyl-4-yl)-1,2,4-oxadiazole-3-yl]benzyl}piperidine-4,4-dicarboxylic acid monobenzyl ester;
With
sodium carbonate;
In
N,N-dimethyl acetamide;
at 20 ℃;
for 0.5h;
Chloromethyl pivalate;
In
N,N-dimethyl acetamide;
at 65 ℃;
for 4h;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: benzotriazol-1-ol; dicyclohexyl-carbodiimide / N,N-dimethyl-formamide / 2 - 3 h / 130 - 140 °C
2.1: thionyl chloride / dichloromethane; N,N-dimethyl-formamide / 0 - 80 °C
3.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2.5 h / 90 °C
4.1: thionyl chloride / dichloromethane; N,N-dimethyl-formamide / 1 h / 0 - 80 °C
4.2: 20 °C / pH 9
5.1: potassium carbonate / tetrabutylammomium bromide / N,N-dimethyl-formamide / 4 h / 100 °C
6.1: sodium hydroxide; water / tetrahydrofuran / 20 °C
6.2: pH ~ 6
7.1: sodium carbonate / N,N-dimethyl acetamide / 0.5 h / 20 °C
7.2: 4 h / 65 °C
With
sodium hydroxide; thionyl chloride; water; sodium carbonate; potassium carbonate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide;
tetrabutylammomium bromide;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: iodine; magnesium / tetrahydrofuran / 1 h / 60 - 70 °C / Heating / reflux
1.2: 0.75 h / -20 °C
2.1: benzotriazol-1-ol; dicyclohexyl-carbodiimide / N,N-dimethyl-formamide / 2 - 3 h / 130 - 140 °C
3.1: thionyl chloride / dichloromethane; N,N-dimethyl-formamide / 0 - 80 °C
4.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2.5 h / 90 °C
5.1: thionyl chloride / dichloromethane; N,N-dimethyl-formamide / 1 h / 0 - 80 °C
5.2: 20 °C / pH 9
6.1: potassium carbonate / tetrabutylammomium bromide / N,N-dimethyl-formamide / 4 h / 100 °C
7.1: sodium hydroxide; water / tetrahydrofuran / 20 °C
7.2: pH ~ 6
8.1: sodium carbonate / N,N-dimethyl acetamide / 0.5 h / 20 °C
8.2: 4 h / 65 °C
With
sodium hydroxide; thionyl chloride; water; iodine; sodium carbonate; potassium carbonate; benzotriazol-1-ol; magnesium; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide;
tetrabutylammomium bromide;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide; N,N-dimethyl-formamide;
