3-deoxy-3-fluoro-1,2;5,6-di(O-isopropylidene)-3-C-(E)-styryl-α-D-glucofuranose

Base Information

Chemical Name:3-deoxy-3-fluoro-1,2;5,6-di(O-isopropylidene)-3-C-(E)-styryl-α-D-glucofuranose
CAS No.:1339886-15-5
Molecular Formula:C₂₀H₂₅FO₅
Molecular Weight:364.414
Hs Code.:

Synonyms:3-deoxy-3-fluoro-1,2;5,6-di(O-isopropylidene)-3-C-(E)-styryl-α-D-glucofuranose

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Chemical Property of 3-deoxy-3-fluoro-1,2;5,6-di(O-isopropylidene)-3-C-(E)-styryl-α-D-glucofuranose

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Technology Process of 3-deoxy-3-fluoro-1,2;5,6-di(O-isopropylidene)-3-C-(E)-styryl-α-D-glucofuranose

There total 4 articles about 3-deoxy-3-fluoro-1,2;5,6-di(O-isopropylidene)-3-C-(E)-styryl-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: 74.0%

: 1339886-07-5
1,2;5,6-di(O-isopropylidene)-3-C-(E)-styryl-α-D-allofuranose

: 1339886-15-5
3-deoxy-3-fluoro-1,2;5,6-di(O-isopropylidene)-3-C-(E)-styryl-α-D-glucofuranose

Guidance literature:: With diethylamino-sulfur trifluoride; In dichloromethane; at -78 - 20 ℃; for 3h; regioselective reaction; Inert atmosphere;
DOI:10.1016/j.jfluchem.2011.07.001

Reference yield:

: 56998-53-9
1,2:5,6-di-O-isopropylidene-3-C-phenylethynyl-α-D-allofuranose

: 1339886-15-5
3-deoxy-3-fluoro-1,2;5,6-di(O-isopropylidene)-3-C-(E)-styryl-α-D-glucofuranose

Guidance literature:: Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / diethyl ether / 3.5 h / 20 °C / Inert atmosphere

2: diethylamino-sulfur trifluoride / dichloromethane / 3 h / -78 - 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; diethylamino-sulfur trifluoride; In diethyl ether; dichloromethane;
DOI:10.1016/j.jfluchem.2011.07.001

Reference yield:

: 2847-00-9
1,2:5,6-di-O-isopropylidene-α-D-hexofuran-3-ulose

: 1339886-15-5
3-deoxy-3-fluoro-1,2;5,6-di(O-isopropylidene)-3-C-(E)-styryl-α-D-glucofuranose

Guidance literature:: Multi-step reaction with 3 steps

1: tetrahydrofuran; hexane / 4 h / -78 °C / Inert atmosphere

2: lithium aluminium tetrahydride / diethyl ether / 3.5 h / 20 °C / Inert atmosphere

3: diethylamino-sulfur trifluoride / dichloromethane / 3 h / -78 - 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; diethylamino-sulfur trifluoride; In tetrahydrofuran; diethyl ether; hexane; dichloromethane;
DOI:10.1016/j.jfluchem.2011.07.001