Technology Process of (S,2E,4E)-8-(tert-butyldiphenylsilyloxy)-6-((tert-butyldiphenylsilyloxy)methyl)-4-methylocta-2,4-dienoic acid
There total 12 articles about (S,2E,4E)-8-(tert-butyldiphenylsilyloxy)-6-((tert-butyldiphenylsilyloxy)methyl)-4-methylocta-2,4-dienoic acid 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:
-
Multi-step reaction with 11 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
11.1: lithium hydroxide; water / tetrahydrofuran / 48 h / 20 °C
With
1H-imidazole; methanol; dmap; lithium aluminium tetrahydride; oxalyl dichloride; lipase PS-D immobilized on diatomite; water; iodine; sodium hydride; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; triphenylphosphine; lithium hydroxide;
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 12 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
12.1: lithium hydroxide; water / tetrahydrofuran / 48 h / 20 °C
With
1H-imidazole; methanol; dmap; lithium aluminium tetrahydride; oxalyl dichloride; lipase PS-D immobilized on diatomite; water; iodine; sodium hydride; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; triphenylphosphine; lithium hydroxide;
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
