5-[3-[(2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]phenyl]benzene-1,3-dicarboxylic acid

Base Information

Chemical Name:5-[3-[(2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]phenyl]benzene-1,3-dicarboxylic acid
CAS No.:1453853-62-7
Molecular Formula:C₂₀H₂₀O₉
Molecular Weight:404.373
Hs Code.:

Synonyms:5-[3-[(2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]phenyl]benzene-1,3-dicarboxylic acid

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Chemical Property of 5-[3-[(2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]phenyl]benzene-1,3-dicarboxylic acid

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Technology Process of 5-[3-[(2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]phenyl]benzene-1,3-dicarboxylic acid

There total 7 articles about 5-[3-[(2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]phenyl]benzene-1,3-dicarboxylic acid 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%

: 1453851-92-7
dimethyl 3'-((2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-[1,1'-biphenyl]-3,5-dicarboxylate

: 1453853-62-7
5-[3-[(2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]phenyl]benzene-1,3-dicarboxylic acid

Guidance literature:: With lithium hydroxide monohydrate; In tetrahydrofuran; water; at 20 ℃; for 6h; Reagent/catalyst; Inert atmosphere;

Reference yield:

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

: 1453853-62-7
5-[3-[(2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]phenyl]benzene-1,3-dicarboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: acetic acid; tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h

2.1: triethylamine / dichloromethane / 20 °C

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate / 1,4-dioxane / 18 h / 95 °C / Inert atmosphere

3.2: 18 h / 20 °C

4.1: lithium hydroxide monohydrate / water; tetrahydrofuran / 6 h / 20 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium hydroxide monohydrate; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; acetic acid; triethylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water;

Reference yield:

: 1453855-49-6
((2R,3S,4R,5S,6R)-3-acetoxy-4,5-dihydroxy-6-(3-hydroxyphenyl)tetrahydro-2H-pyran-2-yl)methyl acetate

: 1453853-62-7
5-[3-[(2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]phenyl]benzene-1,3-dicarboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: triethylamine / dichloromethane / 20 °C

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate / 1,4-dioxane / 18 h / 95 °C / Inert atmosphere

2.2: 18 h / 20 °C

3.1: lithium hydroxide monohydrate / water; tetrahydrofuran / 6 h / 20 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium hydroxide monohydrate; sodium hydrogencarbonate; triethylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water;