Technology Process of (S,2E,4E)-ethyl-8-(tert-butyldiphenylsilyloxy)-6-((tert-butyldiphenylsilyloxy)methyl)-4-methylocta-2,4-dienoate
There total 11 articles about (S,2E,4E)-ethyl-8-(tert-butyldiphenylsilyloxy)-6-((tert-butyldiphenylsilyloxy)methyl)-4-methylocta-2,4-dienoate 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:
-
diethoxyphosphoryl-acetic acid ethyl ester;
With
sodium hydride;
In
tetrahydrofuran;
at 0 ℃;
for 0.5h;
(S,E)-6-(tert-butyldiphenylsilyloxy)-4-((tert-butyldiphenylsilyloxy)methyl)-2-methylhex-2-enal;
In
tetrahydrofuran;
at 0 - 20 ℃;
DOI:10.1016/j.tet.2012.11.051
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 1H-imidazole; triphenylphosphine; iodine / tetrahydrofuran / 2 h / -20 - 20 °C
2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C
2.2: 12 h / Reflux
3.1: lithium aluminium tetrahydride / diethyl ether / 1 h / 0 °C
4.1: lipase PS-D immobilized on diatomite / di-isopropyl ether / 20 °C / Molecular sieve; Inert atmosphere; Enzymatic reaction
5.1: 1H-imidazole; dmap / dichloromethane / 3 h / 0 - 20 °C
6.1: potassium carbonate; methanol / 20 °C
7.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.83 h / -78 °C
7.2: -78 - 20 °C
8.1: dichloromethane / 24.5 h / 0 - 20 °C / Inert atmosphere
9.1: diisobutylaluminium hydride / dichloromethane / 2.25 h / -78 °C
10.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C
10.2: 0 - 20 °C
With
1H-imidazole; methanol; dmap; lithium aluminium tetrahydride; oxalyl dichloride; lipase PS-D immobilized on diatomite; iodine; sodium hydride; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; triphenylphosphine;
In
tetrahydrofuran; diethyl ether; dichloromethane; di-isopropyl ether; mineral oil;
7.1: |Swern Oxidation / 8.1: |Wittig Olefination / 10.1: |Horner-Wadsworth-Emmons Olefination - Still-Gennari Modification;
DOI:10.1016/j.tet.2012.11.051
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: 1H-imidazole; dmap / tetrahydrofuran / 24 h / 0 - 20 °C
2.1: 1H-imidazole; triphenylphosphine; iodine / tetrahydrofuran / 2 h / -20 - 20 °C
3.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C
3.2: 12 h / Reflux
4.1: lithium aluminium tetrahydride / diethyl ether / 1 h / 0 °C
5.1: lipase PS-D immobilized on diatomite / di-isopropyl ether / 20 °C / Molecular sieve; Inert atmosphere; Enzymatic reaction
6.1: 1H-imidazole; dmap / dichloromethane / 3 h / 0 - 20 °C
7.1: potassium carbonate; methanol / 20 °C
8.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.83 h / -78 °C
8.2: -78 - 20 °C
9.1: dichloromethane / 24.5 h / 0 - 20 °C / Inert atmosphere
10.1: diisobutylaluminium hydride / dichloromethane / 2.25 h / -78 °C
11.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C
11.2: 0 - 20 °C
With
1H-imidazole; methanol; dmap; lithium aluminium tetrahydride; oxalyl dichloride; lipase PS-D immobilized on diatomite; iodine; sodium hydride; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; triphenylphosphine;
In
tetrahydrofuran; diethyl ether; dichloromethane; di-isopropyl ether; mineral oil;
8.1: |Swern Oxidation / 9.1: |Wittig Olefination / 11.1: |Horner-Wadsworth-Emmons Olefination - Still-Gennari Modification;
DOI:10.1016/j.tet.2012.11.051
