Technology Process of tert-butyl-((R)-1-((4S,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)octyloxy)diphenylsilane
There total 7 articles about tert-butyl-((R)-1-((4S,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)octyloxy)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:
-
methyl-triphenylphosphonium iodide;
With
lithium hexamethyldisilazane;
In
tetrahydrofuran;
at 0 ℃;
for 0.25h;
Inert atmosphere;
(4R,5S)-5-(R)-1-((tert-butyldiphenylsilyloxy)octyl)-2,2-dimethyl-1,3-dioxolane-4-carbaldehyde;
In
tetrahydrofuran;
at 20 ℃;
for 1h;
Inert atmosphere;
DOI:10.1016/j.tet.2014.02.072
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: dmap; 1H-imidazole / dichloromethane / 6 h / 0 - 20 °C / Inert atmosphere
2.1: sodium hydride / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere
2.2: 0 - 20 °C / Inert atmosphere
3.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / tetrahydrofuran; water / 12 h / 20 °C / Inert atmosphere
4.1: camphorsulphonic acid / dichloromethane / 20 °C / Inert atmosphere
5.1: diisobutylaluminium hydride / dichloromethane / 2.5 h / -78 °C / Inert atmosphere
6.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere
6.2: 1 h / 20 °C / Inert atmosphere
With
1H-imidazole; dmap; osmium(VIII) oxide; sodium hydride; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; lithium hexamethyldisilazane;
In
tetrahydrofuran; dichloromethane; water;
2.1: |Horner-Wadsworth-Emmons Olefination / 2.2: |Horner-Wadsworth-Emmons Olefination / 6.1: |Wittig Olefination / 6.2: |Wittig Olefination;
DOI:10.1016/j.tet.2014.02.072
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / tetrahydrofuran; water / 12 h / 20 °C / Inert atmosphere
2.1: camphorsulphonic acid / dichloromethane / 20 °C / Inert atmosphere
3.1: diisobutylaluminium hydride / dichloromethane / 2.5 h / -78 °C / Inert atmosphere
4.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere
4.2: 1 h / 20 °C / Inert atmosphere
With
osmium(VIII) oxide; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; lithium hexamethyldisilazane;
In
tetrahydrofuran; dichloromethane; water;
4.1: |Wittig Olefination / 4.2: |Wittig Olefination;
DOI:10.1016/j.tet.2014.02.072
