1,4-bis(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-2,5-bis(trimethylsilylethynyl)benzene

Base Information

Chemical Name:1,4-bis(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-2,5-bis(trimethylsilylethynyl)benzene
CAS No.:510763-06-1
Molecular Formula:C₄₄H₅₈O₂₀Si₂
Molecular Weight:963.104
Hs Code.:

Synonyms:1,4-bis(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-2,5-bis(trimethylsilylethynyl)benzene

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Chemical Property of 1,4-bis(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-2,5-bis(trimethylsilylethynyl)benzene

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Technology Process of 1,4-bis(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-2,5-bis(trimethylsilylethynyl)benzene

There total 3 articles about 1,4-bis(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-2,5-bis(trimethylsilylethynyl)benzene 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: 70.0%

: 1066-54-2
trimethylsilylacetylene

: 473810-98-9
1,4-bis-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-2,5-diiodobenzene

: 510763-06-1
1,4-bis(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-2,5-bis(trimethylsilylethynyl)benzene

Guidance literature:: With triethylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; at 20 ℃; for 48h;
DOI:10.1039/b207753a

Reference yield:

: 1046451-10-8
1,4-bis-O-trimethylsilyl-2,5-diiodo-hydroquinone

: 510763-06-1
1,4-bis(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-2,5-bis(trimethylsilylethynyl)benzene

Guidance literature:: Multi-step reaction with 2 steps

1: 59 percent / BF₃*Et₂O / CH₂Cl₂ / 16 h / 20 °C

2: 70 percent / triethylamine / Pd(PPh₃)4; CuI / toluene / 48 h / 20 °C

With boron trifluoride diethyl etherate; triethylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; toluene; 2: Cassar-Heck-Sonogashira reaction;
DOI:10.1039/b207753a

Reference yield:

: 13064-64-7
2,5-diiodo-1,4-hydroquinone

: 510763-06-1
1,4-bis(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-2,5-bis(trimethylsilylethynyl)benzene

Guidance literature:: Multi-step reaction with 3 steps

1: 1,1,1,3,3,3-hexamethyldisilazane / acetonitrile / 16 h / 20 °C

2: 59 percent / BF₃*Et₂O / CH₂Cl₂ / 16 h / 20 °C

3: 70 percent / triethylamine / Pd(PPh₃)4; CuI / toluene / 48 h / 20 °C

With boron trifluoride diethyl etherate; triethylamine; 1,1,1,3,3,3-hexamethyl-disilazane; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; toluene; acetonitrile; 3: Cassar-Heck-Sonogashira reaction;
DOI:10.1039/b207753a