3-O-[4-(4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononyl)benzyl]-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

Base Information

Chemical Name:3-O-[4-(4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononyl)benzyl]-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose
CAS No.:1338932-18-5
Molecular Formula:C₂₈H₃₁F₁₃O₆
Molecular Weight:710.53
Hs Code.:

Synonyms:3-O-[4-(4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononyl)benzyl]-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

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Chemical Property of 3-O-[4-(4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononyl)benzyl]-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

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Technology Process of 3-O-[4-(4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononyl)benzyl]-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

There total 2 articles about 3-O-[4-(4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononyl)benzyl]-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 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: 88.0%

: 1338932-16-3
4-(4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononyl)benzyl bromide

: 582-52-5
1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

: 1338932-18-5
3-O-[4-(4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononyl)benzyl]-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

Guidance literature:: 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose; With sodium hydride; In tetrahydrofuran; paraffin oil; at 0 ℃; for 0.5h; Inert atmosphere;

4-(4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononyl)benzyl bromide; With tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; paraffin oil; at 0 - 20 ℃; for 16h; Inert atmosphere;
DOI:10.1016/j.tet.2011.08.087

Reference yield:

: 1338932-14-1
4-(4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononyl)benzyl alcohol

: 1338932-18-5
3-O-[4-(4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononyl)benzyl]-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

Guidance literature:: Multi-step reaction with 2 steps

1.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 1 h / 20 °C

2.1: sodium hydride / tetrahydrofuran; paraffin oil / 0.5 h / 0 °C / Inert atmosphere

2.2: 16 h / 0 - 20 °C / Inert atmosphere

With carbon tetrabromide; sodium hydride; triphenylphosphine; In tetrahydrofuran; dichloromethane; paraffin oil;
DOI:10.1016/j.tet.2011.08.087