Technology Process of (S,E)-tert-butyl(dodec-4-en-1-yn-3-yloxy)diphenylsilane
There total 8 articles about (S,E)-tert-butyl(dodec-4-en-1-yn-3-yloxy)diphenylsilane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
carbon tetrabromide;
With
triphenylphosphine; zinc;
In
dichloromethane;
at 0 - 20 ℃;
for 0.5h;
Inert atmosphere;
C27H38O2Si;
In
dichloromethane;
at 0 ℃;
for 1h;
Further stages;
Inert atmosphere;
DOI:10.1016/j.tet.2011.10.058
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: osmium(VIII) oxide; water; 4-methylmorpholine N-oxide / acetone; tert-butyl alcohol / 8 h / 20 °C / Inert atmosphere
1.2: 1 h / 20 °C / Inert atmosphere
2.1: SiO2-supported NaIO4 / dichloromethane / 0.5 h / 0 - 20 °C / Inert atmosphere
3.1: n-butyllithium / tetrahydrofuran; hexane / 0.08 h / 0 °C / Inert atmosphere
3.2: 0.5 h / 0 - 20 °C / Inert atmosphere
4.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 1 h / 0 - 20 °C / Inert atmosphere
5.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.75 h / -78 °C / Inert atmosphere
5.2: 0.75 h / -78 - 20 °C / Inert atmosphere
6.1: triphenylphosphine; zinc / dichloromethane / 0.5 h / 0 - 20 °C / Inert atmosphere
6.2: 1 h / 0 °C / Inert atmosphere
With
osmium(VIII) oxide; n-butyllithium; oxalyl dichloride; SiO2-supported NaIO4; water; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; zinc;
In
tetrahydrofuran; hexane; dichloromethane; water; acetone; tert-butyl alcohol;
1.1: Upjohn dihydroxylation / 3.2: Wittig reaction / 5.1: Swern oxidation / 5.2: Swern oxidation;
DOI:10.1016/j.tet.2011.10.058
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / 0.08 h / 0 °C / Inert atmosphere
1.2: 0.5 h / 0 - 20 °C / Inert atmosphere
2.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 1 h / 0 - 20 °C / Inert atmosphere
3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.75 h / -78 °C / Inert atmosphere
3.2: 0.75 h / -78 - 20 °C / Inert atmosphere
4.1: triphenylphosphine; zinc / dichloromethane / 0.5 h / 0 - 20 °C / Inert atmosphere
4.2: 1 h / 0 °C / Inert atmosphere
With
n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; zinc;
In
tetrahydrofuran; hexane; dichloromethane; water;
1.2: Wittig reaction / 3.1: Swern oxidation / 3.2: Swern oxidation;
DOI:10.1016/j.tet.2011.10.058