Technology Process of (3R,6S)-3-(benzyloxy)-6-(((S)-2,2,4-trimethyl-1,3-dioxolan-4-yl)methyl)tetrahydro-2H-pyran-2-one
There total 8 articles about (3R,6S)-3-(benzyloxy)-6-(((S)-2,2,4-trimethyl-1,3-dioxolan-4-yl)methyl)tetrahydro-2H-pyran-2-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 2 steps
1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h
2: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; sodium hydrogencarbonate / dichloromethane / 12 h
With
2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; tetrabutyl ammonium fluoride; sodium hydrogencarbonate;
In
tetrahydrofuran; dichloromethane;
DOI:10.1002/anie.201101741
- Guidance literature:
-
With
2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; sodium hydrogencarbonate;
In
dichloromethane;
for 12h;
DOI:10.1002/anie.201101741
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane / 12 h
2.1: diisobutylaluminium hydride / dichloromethane; toluene / 1 h / -78 - -40 °C
2.2: 12 h / -40 - 25 °C
3.1: 1H-imidazole; dmap / dichloromethane / 3 h
4.1: AD-mix-β; water / tert-butyl alcohol / 24 h / 0 °C
5.1: pyridinium p-toluenesulfonate / dichloromethane / 2.5 h
6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h
7.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; sodium hydrogencarbonate / dichloromethane / 12 h
With
1H-imidazole; dmap; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; AD-mix-β; tetrabutyl ammonium fluoride; water; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; sodium hydrogencarbonate;
In
tetrahydrofuran; dichloromethane; toluene; tert-butyl alcohol;
4.1: Sharpless dihydroxylation;
DOI:10.1002/anie.201101741