Technology Process of (4R,6R)-4-(benzyloxymethyl)-2,2-dimethyl-6-(pentadec-2-ynyl)-1,3-dioxane
There total 10 articles about (4R,6R)-4-(benzyloxymethyl)-2,2-dimethyl-6-(pentadec-2-ynyl)-1,3-dioxane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
camphor-10-sulfonic acid;
In
dichloromethane;
at 20 ℃;
for 1.5h;
DOI:10.1039/c1ob05898c
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: pyridine; dmap / dichloromethane / 1.5 h / 20 °C
2.1: Er(OTf)2 / dichloromethane / 12 h / 20 °C
3.1: sodium periodate; silica gel / dichloromethane; water / 2.5 h / 20 °C
4.1: lithium aluminium tetrahydride / tetrahydrofuran / 12 h / -30 - 20 °C
5.1: dmap; di(n-butyl)tin oxide; triethylamine / acetonitrile / 1 h / 20 °C
6.1: potassium carbonate / methanol / 2.5 h / 20 °C / Cooling with ice
7.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere
7.2: 5.5 h / -78 °C / Inert atmosphere
8.1: camphor-10-sulfonic acid / dichloromethane / 1.5 h / 20 °C
With
pyridine; dmap; sodium periodate; lithium aluminium tetrahydride; n-butyllithium; Er(OTf)2; camphor-10-sulfonic acid; silica gel; di(n-butyl)tin oxide; potassium carbonate; triethylamine;
In
tetrahydrofuran; methanol; hexane; dichloromethane; water; acetonitrile;
DOI:10.1039/c1ob05898c
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: sodium hydride / tetrahydrofuran; dimethyl sulfoxide; mineral oil / 0.33 h / 20 °C
1.2: 24 h / 20 °C
2.1: pyridine; dmap / dichloromethane / 1.5 h / 20 °C
3.1: Er(OTf)2 / dichloromethane / 12 h / 20 °C
4.1: sodium periodate; silica gel / dichloromethane; water / 2.5 h / 20 °C
5.1: lithium aluminium tetrahydride / tetrahydrofuran / 12 h / -30 - 20 °C
6.1: dmap; di(n-butyl)tin oxide; triethylamine / acetonitrile / 1 h / 20 °C
7.1: potassium carbonate / methanol / 2.5 h / 20 °C / Cooling with ice
8.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere
8.2: 5.5 h / -78 °C / Inert atmosphere
9.1: camphor-10-sulfonic acid / dichloromethane / 1.5 h / 20 °C
With
pyridine; dmap; sodium periodate; lithium aluminium tetrahydride; n-butyllithium; Er(OTf)2; camphor-10-sulfonic acid; silica gel; sodium hydride; di(n-butyl)tin oxide; potassium carbonate; triethylamine;
In
tetrahydrofuran; methanol; hexane; dichloromethane; water; dimethyl sulfoxide; acetonitrile; mineral oil;
DOI:10.1039/c1ob05898c