4-(1,2:4,5-di-O-isopropylidene-β-D-fructopyranos-3-O-yl)methyl-1-(4-nitrophenyl)-1H-1,2,3-triazole

Base Information

Chemical Name:4-(1,2:4,5-di-O-isopropylidene-β-D-fructopyranos-3-O-yl)methyl-1-(4-nitrophenyl)-1H-1,2,3-triazole
CAS No.:1160926-71-5
Molecular Formula:C₂₁H₂₆N₄O₈
Molecular Weight:462.459
Hs Code.:

Synonyms:4-(1,2:4,5-di-O-isopropylidene-β-D-fructopyranos-3-O-yl)methyl-1-(4-nitrophenyl)-1H-1,2,3-triazole

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Chemical Property of 4-(1,2:4,5-di-O-isopropylidene-β-D-fructopyranos-3-O-yl)methyl-1-(4-nitrophenyl)-1H-1,2,3-triazole

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Technology Process of 4-(1,2:4,5-di-O-isopropylidene-β-D-fructopyranos-3-O-yl)methyl-1-(4-nitrophenyl)-1H-1,2,3-triazole

There total 4 articles about 4-(1,2:4,5-di-O-isopropylidene-β-D-fructopyranos-3-O-yl)methyl-1-(4-nitrophenyl)-1H-1,2,3-triazole 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: 89.0%

: 1516-60-5
4-nitrophenyl azide

: 364733-07-3
1,2:4,5-di-O-isopropylidene-3-O-(2-propinyl)-β-D-fructopyranose

: 1160926-71-5
4-(1,2:4,5-di-O-isopropylidene-β-D-fructopyranos-3-O-yl)methyl-1-(4-nitrophenyl)-1H-1,2,3-triazole

Guidance literature:: With copper(l) iodide; In tetrahydrofuran; Reflux;
DOI:10.1007/s10593-018-2319-6

Reference yield:

: 7660-25-5
D-fructose

: 1160926-71-5
4-(1,2:4,5-di-O-isopropylidene-β-D-fructopyranos-3-O-yl)methyl-1-(4-nitrophenyl)-1H-1,2,3-triazole

Guidance literature:: Multi-step reaction with 3 steps

1.1: perchloric acid / acetone / 6 h / 0 - 20 °C

2.1: sodium hydride / tetrahydrofuran / 1 h / 20 °C / Cooling with ice

2.2: 6 h / 0 - 20 °C

3.1: copper(l) iodide / tetrahydrofuran / Reflux

With copper(l) iodide; perchloric acid; sodium hydride; In tetrahydrofuran; acetone;
DOI:10.1007/s10593-018-2319-6

Reference yield:

: 25018-67-1
1,2;4,5-di-O-isopropylidene-β-D-(-)-fructopyranose

: 1160926-71-5
4-(1,2:4,5-di-O-isopropylidene-β-D-fructopyranos-3-O-yl)methyl-1-(4-nitrophenyl)-1H-1,2,3-triazole

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran / 1 h / 20 °C / Cooling with ice

1.2: 6 h / 0 - 20 °C

2.1: copper(l) iodide / tetrahydrofuran / Reflux

With copper(l) iodide; sodium hydride; In tetrahydrofuran;
DOI:10.1007/s10593-018-2319-6