Technology Process of (3R,4S)-1-(4-methoxyphenyl)-3-(3-phenylpropyl)-4-(trifluoromethyl)azetidin-2-one
There total 7 articles about (3R,4S)-1-(4-methoxyphenyl)-3-(3-phenylpropyl)-4-(trifluoromethyl)azetidin-2-one which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
(S)-1-(4-methoxyphenyl)-4-(trifluoromethyl)azetidin-2-one;
With
lithium hexamethyldisilazane;
In
tetrahydrofuran; hexane;
at -78 ℃;
for 0.5h;
Inert atmosphere;
With
N,N,N,N,N,N-hexamethylphosphoric triamide;
In
tetrahydrofuran; hexane;
at -78 ℃;
for 0.5h;
Inert atmosphere;
1-iodo-3-phenylpropan;
In
tetrahydrofuran; hexane;
at -78 ℃;
for 4h;
Inert atmosphere;
DOI:10.1016/j.tetlet.2013.08.027
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: lithium diisopropyl amide / tetrahydrofuran / 2 h / -60 °C
1.2: -78 °C
2.1: palladium on activated charcoal; hydrogen / methanol / 24 h / 20 °C
3.1: dihydrogen peroxide; lithium hydroxide monohydrate / tetrahydrofuran; water / 1 h / 0 °C
4.1: thionyl chloride / 1.5 h / 5 - 60 °C
5.1: methylmagnesium bromide / diethyl ether / 0.75 h / -12 °C / Inert atmosphere
6.1: lithium hexamethyldisilazane / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere
6.2: 0.5 h / -78 °C / Inert atmosphere
6.3: 4 h / -78 °C / Inert atmosphere
With
thionyl chloride; lithium hydroxide monohydrate; palladium on activated charcoal; methylmagnesium bromide; hydrogen; dihydrogen peroxide; lithium hexamethyldisilazane; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; diethyl ether; hexane; water;
DOI:10.1016/j.tetlet.2013.08.027
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: triphenylphosphine; triethylamine / tetrachloromethane
2.1: lithium diisopropyl amide / tetrahydrofuran / 2 h / -60 °C
2.2: -78 °C
3.1: palladium on activated charcoal; hydrogen / methanol / 24 h / 20 °C
4.1: dihydrogen peroxide; lithium hydroxide monohydrate / tetrahydrofuran; water / 1 h / 0 °C
5.1: thionyl chloride / 1.5 h / 5 - 60 °C
6.1: methylmagnesium bromide / diethyl ether / 0.75 h / -12 °C / Inert atmosphere
7.1: lithium hexamethyldisilazane / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere
7.2: 0.5 h / -78 °C / Inert atmosphere
7.3: 4 h / -78 °C / Inert atmosphere
With
thionyl chloride; lithium hydroxide monohydrate; palladium on activated charcoal; methylmagnesium bromide; hydrogen; dihydrogen peroxide; triethylamine; triphenylphosphine; lithium hexamethyldisilazane; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; hexane; water;
DOI:10.1016/j.tetlet.2013.08.027
