Technology Process of (2R,3R,4R)-4-[(E,3S)-3-{[3-(tert-butyl)diphenylsilyl]oxy}-1-butenyl]-2-methyl-tetrahydro-3,4-furandiol
There total 21 articles about (2R,3R,4R)-4-[(E,3S)-3-{[3-(tert-butyl)diphenylsilyl]oxy}-1-butenyl]-2-methyl-tetrahydro-3,4-furandiol 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 10 steps
1: N-ethyl-N,N-diisopropylamine / dichloromethane / 24 h / 0 - 20 °C
2: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 1 h / 0 - 20 °C
3: diisobutylaluminium hydride / dichloromethane / 0.5 h / 0 - 20 °C
4: triethylamine; p-toluenesulfonyl chloride / dichloromethane / 24 h / 0 - 20 °C
5: trifluoroacetic acid / dichloromethane / 1 h / 0 - 20 °C
6: triethylamine / dichloromethane / 1 h / 0 - 20 °C
7: ozone / dichloromethane / 1 h / -78 °C
8: tetrahydrofuran / 1 h / -78 °C
9: Hoveyda-Grubbs catalyst second generation / toluene / 1 h / Reflux; Inert atmosphere
10: potassium carbonate / methanol / 0.5 h / 20 °C
With
Hoveyda-Grubbs catalyst second generation; diisobutylaluminium hydride; potassium carbonate; ozone; triethylamine; N-ethyl-N,N-diisopropylamine; p-toluenesulfonyl chloride; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
In
tetrahydrofuran; methanol; dichloromethane; water; toluene;
DOI:10.1002/ejoc.201101211
- Guidance literature:
-
Multi-step reaction with 5 steps
1: triethylamine / dichloromethane / 1 h / 0 - 20 °C
2: ozone / dichloromethane / 1 h / -78 °C
3: tetrahydrofuran / 1 h / -78 °C
4: Hoveyda-Grubbs catalyst second generation / toluene / 1 h / Reflux; Inert atmosphere
5: potassium carbonate / methanol / 0.5 h / 20 °C
With
Hoveyda-Grubbs catalyst second generation; potassium carbonate; ozone; triethylamine;
In
tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1002/ejoc.201101211
![(2R,3R,4R)-4-(E,3S)-3-{[1-tert-butyl-diphenylsilyl]oxy}-1-butenyl-4-hydroxy-2-methyltetrahydro-3-furanyl acetate](/Databaselist/images/loading.webp)
