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

Base Information

Chemical Name:dimethyl 3'-((2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-[1,1'-biphenyl]-3,5-dicarboxylate
CAS No.:1453851-92-7
Molecular Formula:C₂₂H₂₄O₉
Molecular Weight:432.427
Hs Code.:

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

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Chemical Property of dimethyl 3'-((2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-[1,1'-biphenyl]-3,5-dicarboxylate

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Technology Process of dimethyl 3'-((2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-[1,1'-biphenyl]-3,5-dicarboxylate

There total 6 articles about dimethyl 3'-((2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-[1,1'-biphenyl]-3,5-dicarboxylate 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: 38.0%

: 177735-55-6
(3,5-bis(methoxycarbonyl)phenyl)boronic acid

: 1453855-50-9
((2R,3S,4R,5S,6R)-3-acetoxy-4,5-dihydroxy-6-(3-(trifluoromethylsulfonyloxy)phenyl)tetrahydro-2H-pyran-2-yl)methyl acetate

: 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

Guidance literature:: [3,5-bis(methoxycarbonyl)phenyl]boronic acid; ((2R,3S,4R,5S,6R)-3-acetoxy-4,5-dihydroxy-6-(3-(trifluoromethylsulfonyloxy)phenyl)tetrahydro-2H-pyran-2-yl)methyl acetate; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate; In 1,4-dioxane; at 95 ℃; for 18h; Inert atmosphere;

With sodium methylate; In methanol; at 20 ℃; for 18h;

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

: 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

Guidance literature:: Multi-step reaction with 2 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

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate; triethylamine; In 1,4-dioxane; dichloromethane;

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

: 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

Guidance literature:: Multi-step reaction with 3 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

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