Journal ArticleDOI
Polymer-Supported Quenching Reagents for Parallel Purification
R. John Booth and,John C. Hodges +1 more
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In this paper, the preparation of polystyrene−divinylbenzene-supported derivatives of tris(2-aminoethyl)amine and methyl isocyanate is described.Abstract:
The preparation of polystyrene−divinylbenzene-supported derivatives of tris(2-aminoethyl)amine and methyl isocyanate are described. These polymeric reagents are used to quench excess reactants and remove known impurities from the crude reaction products obtained from the solution-phase, parallel syntheses of ureas, thioureas, sulfonamides, amides, and pyrazoles. In conjunction with the use of other polymeric reactants during the course of a reaction, the addition of polymer-supported quench reagent(s) at the conclusion of the reaction allows isolation of the desired product by a single filtration and evaporation of solvent. The mechanical simplicity and efficiency of this methodology make possible the rapid, parallel purification of crude reaction products obtained via solution-phase syntheses, regardless of whether the intended product is a single compound or a mixture of compounds, and hence offers an attractive alternative to solid-phase organic synthesis in the practice of combinatorial chemistry.read more
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Multi-step organic synthesis using solid-supported reagents and scavengers: a new paradigm in chemical library generation
Steven V. Ley,Ian R. Baxendale,Robert N. Bream,Philip S. Jackson,Andrew G. Leach,Deborah A. Longbottom,Marcella Nesi,James S. Scott,R. Ian Storer,Stephen Taylor +9 more
TL;DR: A review of solid-phase organic synthesis can be found in this article, where the authors discuss the use of reagents and scavenging reagents in the context of solid phase organic synthesis (SPOS).
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Soluble polymers as scaffolds for recoverable catalysts and reagents.
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Functionalized Polymers—Emerging Versatile Tools for Solution-Phase Chemistry and Automated Parallel Synthesis
TL;DR: It has been demonstrated that complex natural products like the alkaloids +/-)-oxomaritidine and (+/-)-epimaritidine can be prepared by a sequence of five and six consecutive polymer-assisted steps, respectively, and the potent analgesic compound (+/--epibatidine in twelve linear steps ten of which are based on functionalized polymers.
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Parallel synthesis of 3-aminoimidazo[1,2-a]pyridines and pyrazines by a new three-component condensation
TL;DR: A three-component condensation reaction between 2-aminopyridine, an aldehyde and an isonitrile catalyzed by scandium triflate affords derivatives of 3-aminoimidazo[1,2-a]pyridine; aminopyrazine reacts similarly.
References
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General method for the rapid solid-phase synthesis of large numbers of peptides: specificity of antigen-antibody interaction at the level of individual amino acids
TL;DR: Through examination of the binding of these analogs to monoclonal antibodies raised against residues 75-110 of HA1, it was found that a single amino acid, aspartic acid at position 101, is of unique importance to the interaction.
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Use of peptide synthesis to probe viral antigens for epitopes to a resolution of a single amino acid.
TL;DR: It was found that the leucine residues at positions 148 and 151 were essential for reaction with antisera raised against intact virus, and may lead to better understanding of the basis of antigen-antibody interaction and antibody specificity.
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Applications of combinatorial technologies to drug discovery. 1. Background and peptide combinatorial libraries.
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Combinatorial synthesis : the design of compound libraries and their application to drug discovery
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Postcondensation Modifications of Ugi Four-Component Condensation Products: 1-Isocyanocyclohexene as a Convertible Isocyanide. Mechanism of Conversion, Synthesis of Diverse Structures, and Demonstration of Resin Capture
TL;DR: In this article, a universal isocyanide that enables postcondensation modification of Ugi four-component condensation products is introduced, which is suited for the synthesis of libraries.