Technology Process of (R)-tert-butyl (8-(2,6-dichlorophenyl)-2-chromanyl)methylcarbamate
There total 17 articles about (R)-tert-butyl (8-(2,6-dichlorophenyl)-2-chromanyl)methylcarbamate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
potassium phosphate;
tetrakis(triphenylphosphine) palladium(0);
In
N,N-dimethyl acetamide;
at 100 ℃;
for 18h;
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: sulfuric acid; hydrogen / 5% palladium over charcoal / 12 h / 50 °C / 2068.65 - 2585.81 Torr
2.1: sodium hydroxide; water / 0.17 h / 20 - 42 °C
2.2: pH 3
3.1: tert-butyl methyl ether; acetonitrile / 6.08 h / 20 °C / Resolution of racemate
4.1: hydrogenchloride / tert-butyl methyl ether; water / 0.17 h / 20 °C
5.1: thionyl chloride / toluene / 18 h / 65 °C
6.1: ammonia / tetrahydrofuran; water; toluene / 18 h / 0 - 5 °C
7.1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran; toluene / -5 - 20 °C
7.2: -25 - 20 °C
8.1: dichloromethane / 0 - 20 °C
9.1: tert.-butyl lithium / tetrahydrofuran; pentane / 18.83 h / -60 - -57 °C
9.2: -70 - 20 °C
9.3: 2 h / -5 - 20 °C
10.1: potassium phosphate / tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl acetamide / 18 h / 100 °C
With
hydrogenchloride; sodium hydroxide; potassium phosphate; thionyl chloride; sulfuric acid; ammonia; water; hydrogen; tert.-butyl lithium; sodium bis(2-methoxyethoxy)aluminium dihydride;
tetrakis(triphenylphosphine) palladium(0); 5% palladium over charcoal;
In
tetrahydrofuran; dichloromethane; tert-butyl methyl ether; N,N-dimethyl acetamide; water; toluene; acetonitrile; pentane;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: sodium hydroxide; water / 0.17 h / 20 - 42 °C
1.2: pH 3
2.1: tert-butyl methyl ether; acetonitrile / 6.08 h / 20 °C / Resolution of racemate
3.1: hydrogenchloride / tert-butyl methyl ether; water / 0.17 h / 20 °C
4.1: thionyl chloride / toluene / 18 h / 65 °C
5.1: ammonia / tetrahydrofuran; water; toluene / 18 h / 0 - 5 °C
6.1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran; toluene / -5 - 20 °C
6.2: -25 - 20 °C
7.1: dichloromethane / 0 - 20 °C
8.1: tert.-butyl lithium / tetrahydrofuran; pentane / 18.83 h / -60 - -57 °C
8.2: -70 - 20 °C
8.3: 2 h / -5 - 20 °C
9.1: potassium phosphate / tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl acetamide / 18 h / 100 °C
With
hydrogenchloride; sodium hydroxide; potassium phosphate; thionyl chloride; ammonia; water; tert.-butyl lithium; sodium bis(2-methoxyethoxy)aluminium dihydride;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; dichloromethane; tert-butyl methyl ether; N,N-dimethyl acetamide; water; toluene; acetonitrile; pentane;