Technology Process of (2R,4S)-4-benzyl-3-[3-(trimethylsilanyl)-2-azidopropionyl]oxazolidin-2-one
There total 2 articles about (2R,4S)-4-benzyl-3-[3-(trimethylsilanyl)-2-azidopropionyl]oxazolidin-2-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(S)-4-benzyl-3-[3-(trimethyl-silanyl)propionyl]oxazolidin-2-one;
With
potassium hexamethylsilazane;
In
tetrahydrofuran; toluene;
at -65 ℃;
for 2h;
With
2,4,6-Triisopropylbenzenesulfonyl azide;
In
tetrahydrofuran; toluene;
at -75 ℃;
for 0.333333h;
With
acetic acid;
In
tetrahydrofuran; toluene;
at -75 - 20 ℃;
Product distribution / selectivity;
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: oxalyl dichloride / N,N-dimethyl-formamide / tetrahydrofuran / 2 h / 20 °C
2.1: n-butyllithium / tetrahydrofuran; hexane / -75 - 20 °C
3.1: 2,4,6-Triisopropylbenzenesulfonyl azide; potassium hexamethylsilazane / tetrahydrofuran / 0.5 h / -70 - -66 °C
3.2: -66 - 25 °C
With
n-butyllithium; oxalyl dichloride; 2,4,6-Triisopropylbenzenesulfonyl azide; potassium hexamethylsilazane;
N,N-dimethyl-formamide;
In
tetrahydrofuran; hexane;
- Guidance literature:
-
Multi-step reaction with 6 steps
1: lithium hydroxide; dihydrogen peroxide / tetrahydrofuran; water / 1.83 h / 0 °C
2: hydrogen / palladium 10% on activated carbon / methanol / 1 h / 2482.38 Torr
3: potassium hydroxide / 1,4-dioxane; water / 6 h / 0 - 20 °C
4: 4-methyl-morpholine; HATU / N,N-dimethyl-formamide / 16 h / 20 °C
5: methanesulfonic acid / tetrahydrofuran / 48 h / 20 °C
6: 4-methyl-morpholine; HATU / dichloromethane / 18 h / 20 °C
With
4-methyl-morpholine; potassium hydroxide; lithium hydroxide; methanesulfonic acid; hydrogen; dihydrogen peroxide; HATU;
palladium 10% on activated carbon;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;
![(S)-4-benzyl-3-[3-(trimethyl-silanyl)propionyl]oxazolidin-2-one](/Databaselist/images/loading.webp)
