Technology Process of (R)-2-methyl-4-methylene-14-phenyl-2-((triethylsilyl)oxy)tetradecanal
There total 7 articles about (R)-2-methyl-4-methylene-14-phenyl-2-((triethylsilyl)oxy)tetradecanal which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(R)-2-methyl-4-methylene-14-phenyl-2-((triethylsilyl)oxy)tetradecan-1-ol;
With
oxalyl dichloride; dimethyl sulfoxide;
In
dichloromethane;
at -70 - -50 ℃;
for 0.5h;
Inert atmosphere;
With
triethylamine;
In
dichloromethane;
at -50 - 20 ℃;
Inert atmosphere;
DOI:10.1021/ol203185f
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: magnesium / tetrahydrofuran / Inert atmosphere
1.2: 16 h / -10 - 20 °C / Inert atmosphere
2.1: magnesium / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere
2.2: 18 h / 0 - 4 °C / Inert atmosphere
3.1: tert.-butyl lithium / diethyl ether; pentane / 0.5 h / -78 °C / Inert atmosphere
3.2: 0.17 h / -25 °C / Inert atmosphere
4.1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere
5.1: silica gel / diethyl ether; Petroleum ether / Inert atmosphere
6.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -70 - -50 °C / Inert atmosphere
6.2: -50 - 20 °C / Inert atmosphere
With
oxalyl dichloride; tert.-butyl lithium; silica gel; magnesium; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; diethyl ether; dichloromethane; Petroleum ether; pentane;
6.1: Swern oxidation / 6.2: Swern oxidation;
DOI:10.1021/ol203185f
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: silica gel / diethyl ether; Petroleum ether / Inert atmosphere
2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -70 - -50 °C / Inert atmosphere
2.2: -50 - 20 °C / Inert atmosphere
With
oxalyl dichloride; silica gel; dimethyl sulfoxide;
In
diethyl ether; dichloromethane; Petroleum ether;
2.1: Swern oxidation / 2.2: Swern oxidation;
DOI:10.1021/ol203185f
