4-benzoyloxymethyl-1-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-1,2,3-triazole

Base Information

Chemical Name:4-benzoyloxymethyl-1-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-1,2,3-triazole
CAS No.:909028-75-7
Molecular Formula:C₂₄H₂₇N₃O₁₁
Molecular Weight:533.492
Hs Code.:

Synonyms:4-benzoyloxymethyl-1-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-1,2,3-triazole

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Chemical Property of 4-benzoyloxymethyl-1-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-1,2,3-triazole

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Technology Process of 4-benzoyloxymethyl-1-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-1,2,3-triazole

There total 4 articles about 4-benzoyloxymethyl-1-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-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: 88.0%

: 98-88-4
benzoyl chloride

: 70429-41-3
4-hydroxymethyl-1-(2′,3′,4′,6′-tetra-O-acetyl-β-D-glucopyranosyl)-1,2,3-triazole

: 909028-75-7
4-benzoyloxymethyl-1-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-1,2,3-triazole

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1016/j.tet.2006.06.001

Reference yield:

: 909028-71-3
4-tert-butyl(dimethyl)silyloxymethyl-1-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-1,2,3-triazole

: 909028-75-7
4-benzoyloxymethyl-1-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-1,2,3-triazole

Guidance literature:: Multi-step reaction with 2 steps

1: 61 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.25 h / 20 °C

2: 88 percent / Et₃N / CH₂Cl₂ / 2 h / 20 °C

With tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tet.2006.06.001

Reference yield:

: 909028-72-4
4-trityloxymethyl-1-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-1,2,3-triazole

: 909028-75-7
4-benzoyloxymethyl-1-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-1,2,3-triazole

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / camphorsulfonic acid / methanol; CH₂Cl₂ / 1 h / 40 °C

2: 88 percent / Et₃N / CH₂Cl₂ / 2 h / 20 °C

With camphor-10-sulfonic acid; triethylamine; In methanol; dichloromethane;
DOI:10.1016/j.tet.2006.06.001