(2R,3R,4R,5R,6R)-2-(acetoxymethyl)-6-(4-ethynylphenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Base Information

Chemical Name:(2R,3R,4R,5R,6R)-2-(acetoxymethyl)-6-(4-ethynylphenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate
CAS No.:1453855-54-3
Molecular Formula:C₂₂H₂₄O₉
Molecular Weight:432.427
Hs Code.:

Synonyms:(2R,3R,4R,5R,6R)-2-(acetoxymethyl)-6-(4-ethynylphenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

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Chemical Property of (2R,3R,4R,5R,6R)-2-(acetoxymethyl)-6-(4-ethynylphenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

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Technology Process of (2R,3R,4R,5R,6R)-2-(acetoxymethyl)-6-(4-ethynylphenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

There total 7 articles about (2R,3R,4R,5R,6R)-2-(acetoxymethyl)-6-(4-ethynylphenyl)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: 99.0%

: 1453855-71-4
(2R,3R,4R,5R,6R)-2-(acetoxymethyl)-6-(4-((trimethylsilyl)ethynyl)phenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

: 1453855-54-3
(2R,3R,4R,5R,6R)-2-(acetoxymethyl)-6-(4-ethynylphenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Guidance literature:: With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

Reference yield:

: 1453855-70-3
[(2R,3R,4R,5R,6R)-3,4,5-triacetoxy-6-[4-(trifluoromethylsulfonyloxy)phenyl]tetrahydropyran-2-yl]methyl acetate

: 1453855-54-3
(2R,3R,4R,5R,6R)-2-(acetoxymethyl)-6-(4-ethynylphenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; copper(l) iodide / N,N-dimethyl-formamide / 21 h / 70 °C / Sealed tube

2: acetic acid; tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

With copper(l) iodide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; tetrabutyl ammonium fluoride; acetic acid; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

Reference yield:

: 1453855-60-1
((2R,3S,4R,5S,6R)-3-acetoxy-4,5-dihydroxy-6-(4-(((trifluoromethyl)sulfonyl)oxy)phenyl)tetrahydro-2H-pyran-2-yl)methyl acetate

: 1453855-54-3
(2R,3R,4R,5R,6R)-2-(acetoxymethyl)-6-(4-ethynylphenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine; dmap / dichloromethane / 2 h / 20 °C

2: triethylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; copper(l) iodide / N,N-dimethyl-formamide / 21 h / 70 °C / Sealed tube

3: acetic acid; tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

With pyridine; dmap; copper(l) iodide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; tetrabutyl ammonium fluoride; acetic acid; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;