Technology Process of C22H35NO2SSi
There total 5 articles about C22H35NO2SSi which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
α,α-bis(trimethylsilyl)methylphenyl sulfide;
With
n-butyllithium;
In
tetrahydrofuran; hexane;
at -78 - -25 ℃;
for 4.33333h;
(S)-2-(2-oxo-ethyl)-piperidine-1-carboxylic acid tert-butyl ester;
With
diethyl chlorophosphate;
In
tetrahydrofuran; hexane;
at -78 - 0 ℃;
for 0.666667h;
Overall yield = 30 %; Overall yield = 134 mg;
DOI:10.1021/jo400324t
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: sodium azide / N,N-dimethyl-formamide; water / 12 h
2.1: triethylamine; triphenylphosphine / tetrahydrofuran; water / 27 h
3.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 5 h / 20 °C
4.1: (R)-(-)-α,α-bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanoltrimethylsilyl ether / methanol; 1,2-dichloro-ethane / 240 h / -25 °C
5.1: n-butyllithium / tetrahydrofuran; hexane / 4.33 h / -78 - -25 °C
5.2: 0.67 h / -78 - 0 °C
With
n-butyllithium; sodium azide; Hoveyda-Grubbs catalyst second generation; (R)-(-)-α,α-bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanoltrimethylsilyl ether; triethylamine; triphenylphosphine;
In
tetrahydrofuran; methanol; hexane; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
4.1: |Michael Addition;
DOI:10.1021/jo400324t
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 5 h / 20 °C
2.1: (R)-(-)-α,α-bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanoltrimethylsilyl ether / methanol; 1,2-dichloro-ethane / 240 h / -25 °C
3.1: n-butyllithium / tetrahydrofuran; hexane / 4.33 h / -78 - -25 °C
3.2: 0.67 h / -78 - 0 °C
With
n-butyllithium; Hoveyda-Grubbs catalyst second generation; (R)-(-)-α,α-bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanoltrimethylsilyl ether;
In
tetrahydrofuran; methanol; hexane; dichloromethane; 1,2-dichloro-ethane;
2.1: |Michael Addition;
DOI:10.1021/jo400324t
