Technology Process of (1S,5R,6R)-6-(cumyldimethylsiloxy)-1-methyl-2,8-dioxa-5-vinylbicyclo[3.2.1]octane
There total 15 articles about (1S,5R,6R)-6-(cumyldimethylsiloxy)-1-methyl-2,8-dioxa-5-vinylbicyclo[3.2.1]octane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
methyl-triphenylphosphonium iodide;
With
potassium hexamethylsilazane;
In
tetrahydrofuran; toluene;
at -78 ℃;
for 0.5h;
((1S,5S,7R)-7-(cumyldimethylsiloxy)-5-methyl-4,8-dioxabicyclo[3.2.1]octyl)formaldehyde;
In
tetrahydrofuran; toluene;
at 20 ℃;
for 0.5h;
DOI:10.1039/b507401k
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 93 percent / pyridine / toluene / 2 h / 0 °C
2.1: 98 percent / aq. HCl / tetrahydrofuran / 1.5 h / 0 °C
3.1: 91 percent / PdCl2 / dimethylformamide / 0 °C
4.1: 100 percent / K2CO3 / methanol / 0.5 h / 20 °C
5.1: 100 percent / NCS; K2CO3; 4 Angstroem molecular sieves / N-t-butylbenzenesulfenamide / CH2Cl2 / 1.5 h / 20 °C
6.1: KHMDS / tetrahydrofuran; toluene / 0.5 h / -78 °C
6.2: 100 percent / tetrahydrofuran; toluene / 0.5 h / 20 °C
With
pyridine; hydrogenchloride; N-chloro-succinimide; 4 A molecular sieve; potassium hexamethylsilazane; potassium carbonate; palladium dichloride;
N-(phenylthio)-N-(tert-butyl)amine;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
6.2: Wittig olefination;
DOI:10.1039/b507401k
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 83 percent / pyridine / 0 °C
2.1: 92 percent / DIBAL / CH2Cl2 / -18 °C
3.1: 45 percent / lithium di-tert-butylbiphenylide / tetrahydrofuran / -78 °C
4.1: 98 percent / pyridine; DMAP / 20 °C
5.1: aq. HCl / tetrahydrofuran / 20 °C
6.1: 91 percent / PdCl2 / dimethylformamide / 0 °C
7.1: 100 percent / K2CO3 / methanol / 0.5 h / 20 °C
8.1: 100 percent / NCS; K2CO3; 4 Angstroem molecular sieves / N-t-butylbenzenesulfenamide / CH2Cl2 / 1.5 h / 20 °C
9.1: KHMDS / tetrahydrofuran; toluene / 0.5 h / -78 °C
9.2: 100 percent / tetrahydrofuran; toluene / 0.5 h / 20 °C
With
pyridine; hydrogenchloride; dmap; N-chloro-succinimide; 4 A molecular sieve; lithium di-tert-butylbiphenylide; potassium hexamethylsilazane; diisobutylaluminium hydride; potassium carbonate; palladium dichloride;
N-(phenylthio)-N-(tert-butyl)amine;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
9.2: Wittig olefination;
DOI:10.1039/b507401k
![((1S,5S,7R)-7-(cumyldimethylsiloxy)-5-methyl-4,8-dioxabicyclo[3.2.1]octyl)formaldehyde](/Databaselist/images/loading.webp)
