1-(2-deoxy-3,5-di-O-(4-chlorobenzoyl)-α-D-ribofuranosyl)-4-(tert-butyldimethylsilyl)-5-(trifluoromethyl)-1H-[1,2,3]triazole

Base Information

Chemical Name:1-(2-deoxy-3,5-di-O-(4-chlorobenzoyl)-α-D-ribofuranosyl)-4-(tert-butyldimethylsilyl)-5-(trifluoromethyl)-1H-[1,2,3]triazole
CAS No.:1295573-13-5
Molecular Formula:C₂₈H₃₀Cl₂F₃N₃O₅Si
Molecular Weight:644.55
Hs Code.:

Synonyms:1-(2-deoxy-3,5-di-O-(4-chlorobenzoyl)-α-D-ribofuranosyl)-4-(tert-butyldimethylsilyl)-5-(trifluoromethyl)-1H-[1,2,3]triazole

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Chemical Property of 1-(2-deoxy-3,5-di-O-(4-chlorobenzoyl)-α-D-ribofuranosyl)-4-(tert-butyldimethylsilyl)-5-(trifluoromethyl)-1H-[1,2,3]triazole

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Technology Process of 1-(2-deoxy-3,5-di-O-(4-chlorobenzoyl)-α-D-ribofuranosyl)-4-(tert-butyldimethylsilyl)-5-(trifluoromethyl)-1H-[1,2,3]triazole

There total 2 articles about 1-(2-deoxy-3,5-di-O-(4-chlorobenzoyl)-α-D-ribofuranosyl)-4-(tert-butyldimethylsilyl)-5-(trifluoromethyl)-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:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1295573-13-5
1-(2-deoxy-3,5-di-O-(4-chlorobenzoyl)-α-D-ribofuranosyl)-4-(tert-butyldimethylsilyl)-5-(trifluoromethyl)-1H-[1,2,3]triazole

Guidance literature:: Multi-step reaction with 2 steps

1.1: N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; 1,1,1,3,3,3-hexamethyl-disilazane / tetrahydrofuran; hexane / 1.5 h / -78 °C / Inert atmosphere

1.2: 0.5 h / -78 °C / Inert atmosphere

2.1: toluene / 30 h / 85 °C / Inert atmosphere

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; hexane; toluene; 2.1: 1,3-dipolar cycloaddition;
DOI:10.1016/j.jfluchem.2010.12.012

Reference yield:

: 1295573-04-4
3,3,3-trifluoro-1-tert-butyldimethylsilylpropyne

: 1295573-26-0
C₁₉H₁₅Cl₂N₃O₅

: 1295573-13-5
1-(2-deoxy-3,5-di-O-(4-chlorobenzoyl)-α-D-ribofuranosyl)-4-(tert-butyldimethylsilyl)-5-(trifluoromethyl)-1H-[1,2,3]triazole

Guidance literature:: In toluene; at 85 ℃; for 30h; regioselective reaction; Inert atmosphere;
DOI:10.1016/j.jfluchem.2010.12.012

Reference yield: 40.0%

: 1295573-13-5
1-(2-deoxy-3,5-di-O-(4-chlorobenzoyl)-α-D-ribofuranosyl)-4-(tert-butyldimethylsilyl)-5-(trifluoromethyl)-1H-[1,2,3]triazole

: 1295573-22-6
1-(2-deoxy-3,5-di-O-(4-chlorobenzoyl)-α-D-ribofuranosyl)-5-(trifluoromethyl)-1H-[1,2,3]triazole

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1016/j.jfluchem.2010.12.012