1-(2,5-anhydro-1-deoxy-D-glucitolyl)-4-(4-N,N-dimethylaminophenyl)-[1,2,3]-triazole

Base Information

Chemical Name:1-(2,5-anhydro-1-deoxy-D-glucitolyl)-4-(4-N,N-dimethylaminophenyl)-[1,2,3]-triazole
CAS No.:1309856-11-8
Molecular Formula:C₁₆H₂₂N₄O₄
Molecular Weight:334.375
Hs Code.:

Synonyms:1-(2,5-anhydro-1-deoxy-D-glucitolyl)-4-(4-N,N-dimethylaminophenyl)-[1,2,3]-triazole

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Chemical Property of 1-(2,5-anhydro-1-deoxy-D-glucitolyl)-4-(4-N,N-dimethylaminophenyl)-[1,2,3]-triazole

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Technology Process of 1-(2,5-anhydro-1-deoxy-D-glucitolyl)-4-(4-N,N-dimethylaminophenyl)-[1,2,3]-triazole

There total 7 articles about 1-(2,5-anhydro-1-deoxy-D-glucitolyl)-4-(4-N,N-dimethylaminophenyl)-[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: 72.0%

: 1309855-93-3
1-(3,4,6-tri-O-acetyl-2,5-anhydro-1-deoxy-D-glucitolyl)-4-(4-N,N-dimethylaminophenyl)-[1,2,3]-triazole

: 1309856-11-8
1-(2,5-anhydro-1-deoxy-D-glucitolyl)-4-(4-N,N-dimethylaminophenyl)-[1,2,3]-triazole

Guidance literature:: With sodium methylate; In methanol; at 20 ℃; for 0.25h; Inert atmosphere;
DOI:10.1016/j.tetlet.2011.03.090

Reference yield:

: 1309924-07-9
3,4,6-tri-O-acetyl-2,5-anhydro-1-azido-1-deoxy-D-glucitol

: 1309856-11-8
1-(2,5-anhydro-1-deoxy-D-glucitolyl)-4-(4-N,N-dimethylaminophenyl)-[1,2,3]-triazole

Guidance literature:: Multi-step reaction with 2 steps

1: sodium 2-(1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydro-furan-3-olate; copper(II) sulphate hydrate / water; isopropyl alcohol / 2 h / 40 - 50 °C

2: sodium methylate / methanol / 0.25 h / 20 °C / Inert atmosphere

With sodium 2-(1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydro-furan-3-olate; copper(II) sulphate hydrate; sodium methylate; In methanol; water; isopropyl alcohol;
DOI:10.1016/j.tetlet.2011.03.090

Reference yield:

: 36199-02-7
3,4-di-O-benzyl-D-mannitol

: 1309856-11-8
1-(2,5-anhydro-1-deoxy-D-glucitolyl)-4-(4-N,N-dimethylaminophenyl)-[1,2,3]-triazole

Guidance literature:: Multi-step reaction with 9 steps

1.1: pyridine; 1H-imidazole; dmap / 2 h / 0 - 20 °C / Inert atmosphere

2.1: triethylamine / dichloromethane / 0.25 h / 0 °C / Inert atmosphere

3.1: hydrogenchloride / methanol; water / 2 h / 0 - 20 °C

3.2: 3 h / 0 - 20 °C

4.1: hydrogen bromide / acetic acid; acetone / 0.5 h / 0 °C / Inert atmosphere

5.1: palladium 10% on activated carbon; formic acid; hydrogen / methanol / 2 h / 20 °C

6.1: sodium azide / water; N,N-dimethyl-formamide / 12 h / 90 - 100 °C

7.1: pyridine / 3 h / 20 °C / Inert atmosphere

8.1: sodium 2-(1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydro-furan-3-olate; copper(II) sulphate hydrate / water; isopropyl alcohol / 2 h / 40 - 50 °C

9.1: sodium methylate / methanol / 0.25 h / 20 °C / Inert atmosphere

With pyridine; 1H-imidazole; hydrogenchloride; dmap; formic acid; sodium azide; sodium 2-(1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydro-furan-3-olate; copper(II) sulphate hydrate; palladium 10% on activated carbon; hydrogen bromide; hydrogen; sodium methylate; triethylamine; In methanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; isopropyl alcohol; acetone;
DOI:10.1016/j.tetlet.2011.03.090