Technology Process of [(5R,6R)-5-(methoxymethoxy)undec-1-en-6-yloxy](tert-butyl)diphenylsilane
There total 15 articles about [(5R,6R)-5-(methoxymethoxy)undec-1-en-6-yloxy](tert-butyl)diphenylsilane 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:
-
chloromethyl methyl ether;
With
sodium iodide;
In
dichloromethane;
at 20 ℃;
for 0.166667h;
Inert atmosphere;
(R)-6-(tert-butyldiphenylsilyloxy)undec-1-en-5-ol;
With
N-ethyl-N,N-diisopropylamine;
In
dichloromethane;
for 13h;
Overall yield = 84 %; Overall yield = 2.8 g;
Inert atmosphere;
Reflux;
DOI:10.1002/ejoc.201301365
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: vinyl acetate; CAL-B / diethyl ether / 3 h / 20 °C / Inert atmosphere; Molecular sieve; Resolution of racemate; Enzymatic reaction
2.1: dmap; 1H-imidazole / dichloromethane / 6 h / 20 °C / Inert atmosphere
3.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; tetrahydrofuran / 12 h / 20 °C / Inert atmosphere
4.1: sodium periodate / water; tetrahydrofuran / 1 h / 20 °C / Inert atmosphere
5.1: magnesium / diethyl ether / Inert atmosphere
5.2: -78 - 20 °C / Inert atmosphere
6.1: sodium iodide / dichloromethane / 0.17 h / 20 °C / Inert atmosphere
6.2: 13 h / Inert atmosphere; Reflux
With
1H-imidazole; dmap; sodium periodate; osmium(VIII) oxide; vinyl acetate; CAL-B; magnesium; 4-methylmorpholine N-oxide; sodium iodide;
In
tetrahydrofuran; diethyl ether; dichloromethane; water;
DOI:10.1002/ejoc.201301365
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: magnesium; iodine / diethyl ether / 0 °C / Inert atmosphere
1.2: 1.5 h / Inert atmosphere
2.1: vinyl acetate; CAL-B / diethyl ether / 3 h / 20 °C / Inert atmosphere; Molecular sieve; Resolution of racemate; Enzymatic reaction
3.1: dmap; 1H-imidazole / dichloromethane / 6 h / 20 °C / Inert atmosphere
4.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; tetrahydrofuran / 12 h / 20 °C / Inert atmosphere
5.1: sodium periodate / water; tetrahydrofuran / 1 h / 20 °C / Inert atmosphere
6.1: magnesium / diethyl ether / Inert atmosphere
6.2: -78 - 20 °C / Inert atmosphere
7.1: sodium iodide / dichloromethane / 0.17 h / 20 °C / Inert atmosphere
7.2: 13 h / Inert atmosphere; Reflux
With
1H-imidazole; dmap; sodium periodate; osmium(VIII) oxide; vinyl acetate; CAL-B; iodine; magnesium; 4-methylmorpholine N-oxide; sodium iodide;
In
tetrahydrofuran; diethyl ether; dichloromethane; water;
DOI:10.1002/ejoc.201301365
