Technology Process of (2R,3S,4R,5S,6R)-2-(hydroxymethyl)-6-[3-[4-(5-methyloxazol-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-methyloxazol-2-yl)phenyl]phenyl]tetrahydropyran-3,4,5-triol 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:
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1453855-58-7
(2R,3R,4R,5R,6R)-2-(acetoxymethyl)-6-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate
- Guidance literature:
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(2R,3R,4R,5R,6R)-2-(acetoxymethyl)-6-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate; 2-(4-bromophenyl)-5-methyloxazole;
With
caesium carbonate;
In
acetonitrile;
at 100 ℃;
for 0.5h;
Microwave irradiation;
With
sodium methylate;
In
methanol;
at 20 ℃;
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 4-methylmorpholine N-oxide; methanesulfonamide; osmium(VIII) oxide; 2,6-dimethylpyridine / water; tert-butyl alcohol; tetrahydrofuran / 72 h / 20 °C
2.1: dmap; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0 - 20 °C
3.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 22 h / 60 °C / Inert atmosphere
4.1: caesium carbonate / acetonitrile / 0.5 h / 100 °C / Microwave irradiation
4.2: 20 °C
With
2,6-dimethylpyridine; dmap; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; osmium(VIII) oxide; methanesulfonamide; potassium acetate; caesium carbonate; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; water; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: dmap; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0 - 20 °C
2.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 22 h / 60 °C / Inert atmosphere
3.1: caesium carbonate / acetonitrile / 0.5 h / 100 °C / Microwave irradiation
3.2: 20 °C
With
dmap; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; caesium carbonate; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;
