(2R,3R,4R,5R,6R)-2-(acetoxymethyl)-6-(3-((tert-butyldimethylsilyl)oxy)phenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Base Information

Chemical Name:(2R,3R,4R,5R,6R)-2-(acetoxymethyl)-6-(3-((tert-butyldimethylsilyl)oxy)phenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate
CAS No.:1453855-85-0
Molecular Formula:C₂₆H₃₈O₁₀Si
Molecular Weight:538.667
Hs Code.:

Synonyms:(2R,3R,4R,5R,6R)-2-(acetoxymethyl)-6-(3-((tert-butyldimethylsilyl)oxy)phenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

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Chemical Property of (2R,3R,4R,5R,6R)-2-(acetoxymethyl)-6-(3-((tert-butyldimethylsilyl)oxy)phenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

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Technology Process of (2R,3R,4R,5R,6R)-2-(acetoxymethyl)-6-(3-((tert-butyldimethylsilyl)oxy)phenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

There total 4 articles about (2R,3R,4R,5R,6R)-2-(acetoxymethyl)-6-(3-((tert-butyldimethylsilyl)oxy)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:

Reference yield: 82.0%

: 1453855-65-6
[(2R,3S,4R,5S,6R)-3-acetoxy-6-[3-[tert-butyl(dimethyl)silyl]oxyphenyl]-4,5-dihydroxytetrahydropyran-2-yl]methyl acetate

: 108-24-7
acetic anhydride

: 1453855-85-0
(2R,3R,4R,5R,6R)-2-(acetoxymethyl)-6-(3-((tert-butyldimethylsilyl)oxy)phenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Guidance literature:: With 2,6-dimethylpyridine; dmap; In dichloromethane; at 0 ℃; for 1.5h; Inert atmosphere;

Reference yield:

: 2873-29-2
D-glucal triacetate

: 1453855-85-0
(2R,3R,4R,5R,6R)-2-(acetoxymethyl)-6-(3-((tert-butyldimethylsilyl)oxy)phenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Guidance literature:: Multi-step reaction with 3 steps

1: palladium diacetate / acetonitrile / 20 °C

2: 4-methylmorpholine N-oxide; methanesulfonamide; osmium(VIII) oxide; 2,6-dimethylpyridine / water; tert-butyl alcohol / 20 °C

3: dmap; 2,6-dimethylpyridine / dichloromethane / 1.5 h / 0 °C / Inert atmosphere

With 2,6-dimethylpyridine; dmap; osmium(VIII) oxide; methanesulfonamide; palladium diacetate; 4-methylmorpholine N-oxide; In dichloromethane; water; acetonitrile; tert-butyl alcohol;

Reference yield:

: 1453855-64-5
[(2R,3S,6S)-3-acetoxy-6-[3-[tert-butyl(dimethyl)silyl]oxyphenyl]-3,6-dihydro-2H-pyran-2-yl]methyl acetate

: 1453855-85-0
(2R,3R,4R,5R,6R)-2-(acetoxymethyl)-6-(3-((tert-butyldimethylsilyl)oxy)phenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Guidance literature:: Multi-step reaction with 2 steps

1: 4-methylmorpholine N-oxide; methanesulfonamide; osmium(VIII) oxide; 2,6-dimethylpyridine / water; tert-butyl alcohol / 20 °C

2: dmap; 2,6-dimethylpyridine / dichloromethane / 1.5 h / 0 °C / Inert atmosphere

With 2,6-dimethylpyridine; dmap; osmium(VIII) oxide; methanesulfonamide; 4-methylmorpholine N-oxide; In dichloromethane; water; tert-butyl alcohol;