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Key Documents

678937

Sigma-Aldrich

Tris[(1-benzyl-1H-1, 2, 3-triazol-4-yl)methyl]amine

97%

Synonyme(s) :

TBTA

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About This Item

Formule empirique (notation de Hill):
C30H30N10
Numéro CAS:
Poids moléculaire :
530.63
Numéro MDL:
Code UNSPSC :
12161600
ID de substance PubChem :
Nomenclature NACRES :
NA.22

Pureté

97%

Forme

solid

Pertinence de la réaction

reagent type: ligand
reaction type: click chemistry

Pf

132-143 °C

Température de stockage

−20°C

Chaîne SMILES 

C(N(Cc1cn(Cc2ccccc2)nn1)Cc3cn(Cc4ccccc4)nn3)c5cn(Cc6ccccc6)nn5

InChI

1S/C30H30N10/c1-4-10-25(11-5-1)16-38-22-28(31-34-38)19-37(20-29-23-39(35-32-29)17-26-12-6-2-7-13-26)21-30-24-40(36-33-30)18-27-14-8-3-9-15-27/h1-15,22-24H,16-21H2

Clé InChI

WKGZJBVXZWCZQC-UHFFFAOYSA-N

Application

A polytriazolylamine ligand which stabilizes Cu(I) towards disproportionation and oxidation thus enhancing its catalytic effect in the azide-acetylene cycloaddition.

Produit(s) apparenté(s)

Réf. du produit
Description
Tarif

Mentions de danger

Classification des risques

Aquatic Chronic 4

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)


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Organic letters, 6(17), 2853-2855 (2004-08-28)
Polytriazolylamines were synthesized by the copper(I)-catalyzed ligation of azides and alkynes. The C3-symmetric derivative, TBTA, was shown to be a powerful stabilizing ligand for copper(I), protecting it from oxidation and disproportionation, while enhancing its catalytic activity.
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Journal of the American Chemical Society, 125(11), 3192-3193 (2003-03-13)
The copper-catalyzed cycloaddition reaction between azides and alkynes functions efficiently in aqueous solution in the presence of a tris(triazolyl)amine ligand. The process has been employed to make rapid and reliable covalent connections to micromolar concentrations of protein decorated with either

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Click chemistry is an approach to the synthesis of drug-like molecules that can accelerate the drug discovery process by using a few practical and reliable reactions.

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