5-(4-[2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy]phenyl)-[2,2']-bithiophene

Base Information

Chemical Name:5-(4-[2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy]phenyl)-[2,2']-bithiophene
CAS No.:1046451-08-4
Molecular Formula:C₂₈H₂₈O₁₀S₂
Molecular Weight:588.656
Hs Code.:

Synonyms:5-(4-[2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy]phenyl)-[2,2']-bithiophene

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Chemical Property of 5-(4-[2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy]phenyl)-[2,2']-bithiophene

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Technology Process of 5-(4-[2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy]phenyl)-[2,2']-bithiophene

There total 4 articles about 5-(4-[2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy]phenyl)-[2,2']-bithiophene 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: 84.0%

: 669763-44-4
(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(4-iodophenoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate

: 479719-88-5
2-([2,2'-bithiophen]-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 1046451-08-4
5-(4-[2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy]phenyl)-[2,2']-bithiophene

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; silver(l) oxide; In 1,4-dioxane; at 70 ℃; Inert atmosphere;
DOI:10.1016/j.tet.2010.11.004

Reference yield:

: 83-87-4,604-68-2,604-69-3,2152-77-4,4026-35-1,4163-59-1,4163-60-4,4163-61-5,4163-65-9,4257-94-7,4257-96-9,16299-15-3,19186-39-1,19189-55-0,25878-60-8,25941-03-1,32445-48-0,32445-49-1,32445-53-7,32445-54-8,34685-58-0,34685-59-1,43168-42-9,43168-44-1,43169-22-8,43169-25-1,66966-07-2,70749-17-6,80184-01-6,93221-01-3,93221-02-4,99630-88-3,109215-53-4,115792-70-6,115792-73-9,139894-92-1,139973-25-4,144071-49-8,147648-81-5
D-glucose pentaacetate

: 1046451-08-4
5-(4-[2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy]phenyl)-[2,2']-bithiophene

Guidance literature:: Multi-step reaction with 2 steps

1: boron trifluoride diethyl etherate / dichloromethane / 12 h / 20 °C / Inert atmosphere

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; silver(l) oxide / 1,4-dioxane / 70 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; boron trifluoride diethyl etherate; sodium carbonate; silver(l) oxide; In 1,4-dioxane; dichloromethane; 2: Suzuki-Miyaura coupling;
DOI:10.1016/j.tet.2010.11.004

Reference yield:

: 540-38-5
p-Iodophenol

: 1046451-08-4
5-(4-[2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy]phenyl)-[2,2']-bithiophene

Guidance literature:: Multi-step reaction with 3 steps

1: 1,1,1,3,3,3-hexamethyl-disilazane / acetonitrile / 12 h / 20 °C / Inert atmosphere

2: boron trifluoride diethyl etherate / dichloromethane / 12 h / 20 °C / Inert atmosphere

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; silver(l) oxide / 1,4-dioxane / 70 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; boron trifluoride diethyl etherate; sodium carbonate; 1,1,1,3,3,3-hexamethyl-disilazane; silver(l) oxide; In 1,4-dioxane; dichloromethane; acetonitrile; 3: Suzuki-Miyaura coupling;
DOI:10.1016/j.tet.2010.11.004