Technology Process of (2R,3S,4R,5S,6R)-2-(hydroxymethyl)-6-[3-[4-(5-methyl-1,3,4-oxadiazol-2-yl)phenyl]phenyl]tetrahydropyran-3,4,5-triol
There total 6 articles about (2R,3S,4R,5S,6R)-2-(hydroxymethyl)-6-[3-[4-(5-methyl-1,3,4-oxadiazol-2-yl)phenyl]phenyl]tetrahydropyran-3,4,5-triol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
sodium methylate;
In
methanol;
at 20 ℃;
for 1.5h;
Inert atmosphere;
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 4-methylmorpholine N-oxide; methanesulfonamide; osmium(VIII) oxide; 2,6-dimethylpyridine / water; tert-butyl alcohol; tetrahydrofuran / 72 h / 20 °C
2: dmap; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0 - 20 °C
3: tetrakis(triphenylphosphine) palladium(0); sodium hydrogencarbonate / 1,4-dioxane / 4 h / 90 °C / Inert atmosphere
4: sodium methylate / methanol / 1.5 h / 20 °C / Inert atmosphere
With
2,6-dimethylpyridine; dmap; osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium(0); methanesulfonamide; sodium methylate; sodium hydrogencarbonate; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; 1,4-dioxane; methanol; water; tert-butyl alcohol;
- Guidance literature:
-
Multi-step reaction with 5 steps
1: palladium diacetate / acetonitrile / 23 h / 20 °C / Inert atmosphere
2: 4-methylmorpholine N-oxide; methanesulfonamide; osmium(VIII) oxide; 2,6-dimethylpyridine / water; tert-butyl alcohol; tetrahydrofuran / 72 h / 20 °C
3: dmap; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0 - 20 °C
4: tetrakis(triphenylphosphine) palladium(0); sodium hydrogencarbonate / 1,4-dioxane / 4 h / 90 °C / Inert atmosphere
5: sodium methylate / methanol / 1.5 h / 20 °C / Inert atmosphere
With
2,6-dimethylpyridine; dmap; osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium(0); methanesulfonamide; sodium methylate; palladium diacetate; sodium hydrogencarbonate; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; 1,4-dioxane; methanol; water; acetonitrile; tert-butyl alcohol;