Technology Process of (S,E)-(7-(4-methoxybenzyloxy)-2,3-dimethylhept-3-enyloxy)(tert-butyl)dimethylsilane
There total 7 articles about (S,E)-(7-(4-methoxybenzyloxy)-2,3-dimethylhept-3-enyloxy)(tert-butyl)dimethylsilane which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
1-(allyloxymethyl)-4-methoxybenzene;
With
9-bora-bicyclo[3.3.1]nonane;
In
tetrahydrofuran;
at 0 - 20 ℃;
for 5h;
Inert atmosphere;
(S,E)-4-tert-butyldimethylsilyloxy-1-iodo-2,3-dimethylbut-1-ene;
With
tetrakis(triphenylphosphine) palladium(0); potassium carbonate;
In
tetrahydrofuran; water; N,N-dimethyl-formamide;
at 20 ℃;
for 16h;
Inert atmosphere;
DOI:10.1021/ol200584a
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: triphenylphosphine / dichloromethane / 1 h / 0 - 20 °C
2.1: n-butyllithium / tetrahydrofuran; hexane / 1.5 h / 0 - 20 °C / Inert atmosphere
3.1: zirconocene dichloride; trimethylaluminum / hexane; 1,2-dichloro-ethane / 48 h / 20 °C / Inert atmosphere
3.2: 0.58 h / -30 °C
4.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 5 h / 0 - 20 °C / Inert atmosphere
4.2: 16 h / 20 °C / Inert atmosphere
With
n-butyllithium; zirconocene dichloride; trimethylaluminum; 9-bora-bicyclo[3.3.1]nonane; triphenylphosphine;
In
tetrahydrofuran; hexane; dichloromethane; 1,2-dichloro-ethane;
2.1: Corey-Fuchs reaction / 4.2: Suzuki coupling;
DOI:10.1021/ol200584a
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: diisobutylaluminium hydride / hexane; dichloromethane / 1.33 h / -78 °C / Inert atmosphere
2.1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / 2 h / -78 °C / Inert atmosphere
3.1: triphenylphosphine / dichloromethane / 1 h / 0 - 20 °C
4.1: n-butyllithium / tetrahydrofuran; hexane / 1.5 h / 0 - 20 °C / Inert atmosphere
5.1: zirconocene dichloride; trimethylaluminum / hexane; 1,2-dichloro-ethane / 48 h / 20 °C / Inert atmosphere
5.2: 0.58 h / -30 °C
6.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 5 h / 0 - 20 °C / Inert atmosphere
6.2: 16 h / 20 °C / Inert atmosphere
With
n-butyllithium; zirconocene dichloride; oxalyl dichloride; trimethylaluminum; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; 9-bora-bicyclo[3.3.1]nonane; triphenylphosphine;
In
tetrahydrofuran; hexane; dichloromethane; 1,2-dichloro-ethane;
2.1: Swern oxidation / 4.1: Corey-Fuchs reaction / 6.2: Suzuki coupling;
DOI:10.1021/ol200584a
