Technology Process of (E)-4-((4R,5R)-5-((S)-2-(4-methoxybenzyloxy)pentyl)-2,2-dimethyl-1,3-dioxolan-4-yl)but-3-en-2-one
There total 9 articles about (E)-4-((4R,5R)-5-((S)-2-(4-methoxybenzyloxy)pentyl)-2,2-dimethyl-1,3-dioxolan-4-yl)but-3-en-2-one 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 5 steps
1.1: AD-mix-α; methanesulfonamide / tert-butyl alcohol; water / 0 - 20 °C
2.1: pyridinium p-toluenesulfonate / dichloromethane / 0.33 h / 0 °C
2.2: 1 h / 0 - 20 °C
3.1: potassium carbonate; methanol / 3 h / 0 - 20 °C
4.1: [bis(acetoxy)iodo]benzene; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / dichloromethane / 1 h / 0 - 20 °C
5.1: tetrahydrofuran / 8 h / Reflux
With
methanol; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; methanesulfonamide; [bis(acetoxy)iodo]benzene; AD-mix-α; pyridinium p-toluenesulfonate; potassium carbonate;
In
tetrahydrofuran; dichloromethane; water; tert-butyl alcohol;
1.1: |Sharpless Dihydroxylation / 5.1: |Wittig Olefination;
DOI:10.1016/j.tetlet.2013.05.018
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: diisobutylaluminium hydride / dichloromethane; toluene / 0.5 h / 0 °C
2.1: triethylamine; dmap / dichloromethane / 1 h / 0 - 20 °C
3.1: AD-mix-α; methanesulfonamide / tert-butyl alcohol; water / 0 - 20 °C
4.1: pyridinium p-toluenesulfonate / dichloromethane / 0.33 h / 0 °C
4.2: 1 h / 0 - 20 °C
5.1: potassium carbonate; methanol / 3 h / 0 - 20 °C
6.1: [bis(acetoxy)iodo]benzene; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / dichloromethane / 1 h / 0 - 20 °C
7.1: tetrahydrofuran / 8 h / Reflux
With
methanol; dmap; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; methanesulfonamide; [bis(acetoxy)iodo]benzene; AD-mix-α; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; potassium carbonate; triethylamine;
In
tetrahydrofuran; dichloromethane; water; toluene; tert-butyl alcohol;
3.1: |Sharpless Dihydroxylation / 7.1: |Wittig Olefination;
DOI:10.1016/j.tetlet.2013.05.018
- Guidance literature:
-
Multi-step reaction with 9 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
7.1: potassium carbonate; methanol / 3 h / 0 - 20 °C
8.1: [bis(acetoxy)iodo]benzene; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / dichloromethane / 1 h / 0 - 20 °C
9.1: tetrahydrofuran / 8 h / Reflux
With
methanol; dmap; oxalyl dichloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; methanesulfonamide; [bis(acetoxy)iodo]benzene; AD-mix-α; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; dichloromethane; water; toluene; tert-butyl alcohol; benzene;
2.1: |Wittig Olefination / 5.1: |Sharpless Dihydroxylation / 9.1: |Wittig Olefination;
DOI:10.1016/j.tetlet.2013.05.018
