Technology Process of (2R,3R,4R,5R,6R)-2-(acetoxymethyl)-6-(3-(((2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)ethynyl)phenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate
There total 10 articles about (2R,3R,4R,5R,6R)-2-(acetoxymethyl)-6-(3-(((2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)ethynyl)phenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate 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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1616114-53-4
[(2R,3R,4R,5R,6R)-3,4,5-triacetoxy-6-[3-[2-[(2R,3R,4R,5R,6R)-3,4,5-tribenzyloxy-6-(benzyloxymethyl)tetrahydropyran-2-yl]ethynyl]phenyl]tetrahydropyran-2-yl]methyl acetate
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1616114-54-5
(2R,3R,4R,5R,6R)-2-(acetoxymethyl)-6-(3-(((2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)ethynyl)phenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate
- Guidance literature:
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With
trimethylsilyl iodide;
In
acetonitrile;
at 20 ℃;
Sealed tube;
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1616114-54-5
(2R,3R,4R,5R,6R)-2-(acetoxymethyl)-6-(3-(((2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)ethynyl)phenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate
- Guidance literature:
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Multi-step reaction with 4 steps
1: 4-methylmorpholine N-oxide; methanesulfonamide; osmium(VIII) oxide / tetrahydrofuran; water; tert-butyl alcohol / 72 h / 20 °C
2: dmap; pyridine; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0 - 20 °C
3: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; copper(l) iodide; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 80 °C / Inert atmosphere
4: trimethylsilyl iodide / acetonitrile / 20 °C / Sealed tube
With
pyridine; dmap; copper(l) iodide; osmium(VIII) oxide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; trimethylsilyl iodide; methanesulfonamide; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; water; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;
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1616114-54-5
(2R,3R,4R,5R,6R)-2-(acetoxymethyl)-6-(3-(((2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)ethynyl)phenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate
- Guidance literature:
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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 / tetrahydrofuran; water; tert-butyl alcohol / 72 h / 20 °C
3: dmap; pyridine; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0 - 20 °C
4: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; copper(l) iodide; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 80 °C / Inert atmosphere
5: trimethylsilyl iodide / acetonitrile / 20 °C / Sealed tube
With
pyridine; dmap; copper(l) iodide; osmium(VIII) oxide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; trimethylsilyl iodide; methanesulfonamide; palladium diacetate; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; water; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;