696773
TentaGel™ TBTA
extent of labeling: 0.17 mmol/g loading
Synonym(s):
TBTA, Tris[(1-benzyl-1H-1,2,3-triazol-4-yl)methyl]amine, polymer bound
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product line
TentaGel™
form
solid
reaction suitability
reaction type: solution phase peptide synthesis
reagent type: ligand
reaction type: click chemistry
extent of labeling
0.17 mmol/g loading
General description
Tentagel is a polystyrene resin. Tentagel resin acts as support for the heterogenization of click catalysts by their covalent and non-covalent immobilization. TentaGel™ TBTA is an efficient heterogeneous catalyst system, based on a tris(benzyltriazolyl) functionalized swellable Tentagel. TBTA (tris-(benzyltriazolylmethyl)amine) is a ligand frequently employed in click chemistry, as it protects and stabilizes the copper from oxidation, leading to a highly effective Huisgen copper-catalyzed azide-alkyne cycloaddition (CuAAC) catalyst.
Application
Solid supported ligand for enhancement of copper(I) catalyzed azide-alkyne cycloaddition reactions
TentaGel™ TBTA may be used in the synthesis of artificial molecular machines which can pick up and assemble reactive groups in sequence by traveling along a track, useful for sequence-specific synthesis. It may be used in the synthesis of diimide and bipyridinium [2]rotaxanes in solution.
Legal Information
TentaGel is a trademark of Rapp Polymere GmbH
Storage Class Code
13 - Non Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Mieke Lammens et al.
Chemical communications (Cambridge, England), 46(46), 8719-8721 (2010-08-21)
Tris-(benzyltriazolylmethyl)amine (TBTA) has been immobilized onto a styrenic monomer and subsequently copolymerized with styrene to afford catalytically active and reusable copolymers for the CuAAC reaction.
Guillaume De Bo et al.
Journal of the American Chemical Society, 136(15), 5811-5814 (2014-04-01)
We report on an improved strategy for the preparation of artificial molecular machines that can pick up and assemble reactive groups in sequence by traveling along a track. In the new approach a preformed rotaxane synthon is attached to the
Hannah Wilson et al.
Organic & biomolecular chemistry, 11(13), 2105-2115 (2013-02-06)
Herein we describe the design and synthesis of a series of solid-tethered [2]rotaxanes utilising crown ether-naphthalene diimide or crown ether-bipyridinium host guest interactions. TentaGel polystyrene resins were initially modified in a two-stage procedure to azide functionalised beads before the target
Non-Magnetic and Magnetic Supported Copper (I) Chelating Adsorbents as Efficient Heterogeneous Catalysts and Copper Scavengers for Click Chemistry.
Megia-Fernandez A, et al.
Advanced Synthesis & Catalysis, 352(18), 3306-3320 (2010)
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