Technology Process of {(4R,5R)-5-((S)-2-(4-methoxybenzyloxy)pentyl)-2,2-dimethyl-1,3-dioxolan-4-yl}methyl benzoate
There total 7 articles about {(4R,5R)-5-((S)-2-(4-methoxybenzyloxy)pentyl)-2,2-dimethyl-1,3-dioxolan-4-yl}methyl benzoate 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:
-
(2R,3R,5S)-2,3-dihydroxy-5-(4-methoxybenzyloxy)octyl benzoate;
With
pyridinium p-toluenesulfonate;
In
dichloromethane;
at 0 ℃;
for 0.333333h;
2,2-dimethoxy-propane;
In
dichloromethane;
at 0 - 20 ℃;
for 1h;
DOI:10.1016/j.tetlet.2013.05.018
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: triethylamine; oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C
2.1: benzene / 8 h / Reflux
3.1: diisobutylaluminium hydride / dichloromethane; toluene / 0.5 h / 0 °C
4.1: triethylamine; dmap / dichloromethane / 1 h / 0 - 20 °C
5.1: AD-mix-α; methanesulfonamide / tert-butyl alcohol; water / 0 - 20 °C
6.1: pyridinium p-toluenesulfonate / dichloromethane / 0.33 h / 0 °C
6.2: 1 h / 0 - 20 °C
With
dmap; oxalyl dichloride; methanesulfonamide; AD-mix-α; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine;
In
dichloromethane; water; toluene; tert-butyl alcohol; benzene;
2.1: |Wittig Olefination / 5.1: |Sharpless Dihydroxylation;
DOI:10.1016/j.tetlet.2013.05.018
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: diisobutylaluminium hydride / dichloromethane; toluene / 1 h / 0 - 20 °C
2.1: triethylamine; oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C
3.1: benzene / 8 h / Reflux
4.1: diisobutylaluminium hydride / dichloromethane; toluene / 0.5 h / 0 °C
5.1: triethylamine; dmap / dichloromethane / 1 h / 0 - 20 °C
6.1: AD-mix-α; methanesulfonamide / tert-butyl alcohol; water / 0 - 20 °C
7.1: pyridinium p-toluenesulfonate / dichloromethane / 0.33 h / 0 °C
7.2: 1 h / 0 - 20 °C
With
dmap; oxalyl dichloride; methanesulfonamide; AD-mix-α; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine;
In
dichloromethane; water; toluene; tert-butyl alcohol; benzene;
3.1: |Wittig Olefination / 6.1: |Sharpless Dihydroxylation;
DOI:10.1016/j.tetlet.2013.05.018
