Technology Process of C20H31NO4S
There total 9 articles about C20H31NO4S which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
methyllithium;
With
copper(l) iodide;
In
diethyl ether;
at 0 ℃;
for 0.0833333h;
C19H27NO4S;
In
diethyl ether;
at -78 - -20 ℃;
for 5.83333h;
With
water; ammonium chloride;
In
diethyl ether;
optical yield given as %de;
DOI:10.1021/ol300342n
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: (R)-(-)-α,α-bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanoltrimethylsilyl ether / methanol; 1,2-dichloro-ethane / 240 h / -25 °C
2.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / 0 °C
2.2: 0.5 h / 0 °C
2.3: 2.42 h / -78 - 0 °C
3.1: copper(l) iodide / diethyl ether / 0.08 h / 0 °C
3.2: 5.83 h / -78 - -20 °C
With
copper(l) iodide; n-butyllithium; (R)-(-)-α,α-bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanoltrimethylsilyl ether;
In
tetrahydrofuran; methanol; diethyl ether; hexane; 1,2-dichloro-ethane;
1.1: intramolecular Michael addition / 2.3: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/ol300342n
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: triphenylphosphine / tetrahydrofuran; water / 15 h
1.2: 12 h
2.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 5 h / 20 °C
3.1: (R)-(-)-α,α-bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanoltrimethylsilyl ether / methanol; 1,2-dichloro-ethane / 240 h / -25 °C
4.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / 0 °C
4.2: 0.5 h / 0 °C
4.3: 2.42 h / -78 - 0 °C
5.1: copper(l) iodide / diethyl ether / 0.08 h / 0 °C
5.2: 5.83 h / -78 - -20 °C
With
copper(l) iodide; n-butyllithium; Hoveyda-Grubbs catalyst second generation; (R)-(-)-α,α-bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanoltrimethylsilyl ether; triphenylphosphine;
In
tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; 1,2-dichloro-ethane;
3.1: intramolecular Michael addition / 4.3: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/ol300342n
