Solid-Supported Combinatorial and Parallel Synthesis of Small-Molecular-Weight Compound Libraries

ISBN-13: 9780080432588 / Angielski

Opis

The words "Combinatorial Chemistry" have different meanings to different people, ranging from split and mix strategies to parallel synthesis using robots, and embracing the whole range of preparative chemistry from organic molecules, to catalyst ligands, and even inorganic solids. All of these activities have in common an attempt to expand the diversity of structure available to the chemist as well as the access to this diversity, permitting the discovery of new and valuable biological acid material properties. In this outstanding survey of combinatorial organic chemistry, the authors, Obrecht who has established a new combinatorial chemistry company called Polyphor, and Villalgardo have brought together the literature, including that from 1998, and have concisely analysed the applications and achievements of this new field. This work will be of value to all chemists engaged in preparative work, both in industry and academe.

Spis treści

Chapter and selected section headings: Introduction, Basic Concepts and Strategies. Opening remarks (D. Obrecht). Historical landmarks in solid-supported organic synthesis (D. Obrecht). Applications of solid-supported organic chemistry (D. Obrecht). The role of solid-supported chemistry in modern drug discovery (D. Obrecht). Solid supports (P. Ermert). Solid-supported reagents (P. Ermert). Synthetic strategies in combinatorial and parallel synthesis (D. Obrecht, T. Masquelin). Classification of reactive building blocks (D. Obrecht). Tagging and deconvolution (K. Sekanina). Diversity (planning/assessment) (P. Jeger). Analytical methods (P. Jeger). Robotic systems and workstations (D. Obrecht). Linear Assembly Strategies. Introduction. Peptides. Peptoids. Oligonucleotides. Oligosaccharides. Oligocarbamates and oligoureas. Peptide-nucleic acids (PNA). Library Synthesis in Solution Using Liquid-Liquid and Liquid-Solid Extractions and Polymer-Bound Reagents (C. Zumbrunn et al.). Applications of solution-phase multicomponent and multigeneration reactions. Applications of liquid-liquid phase extractions. Applications of liquid-solid phase extractions and polymer-bound scavengers. Applications of polymer-bound reagents. Applications of polymer-bound catalysts. Solution chemistry using temporary trapping of intermediates on solid support ("intermediate catch" or "resin capture"). Organic synthesis on soluble polymeric supports. Convergent Assembly Strategies on Solid Supports (J.M. Villalgordo). Multigeneration assembly strategies with single functional group liberation. Multigeneration assembly strategies using traceless linkers. Multicomponent assembly strategies with single functional group liberation. Multicomponent assembly strategy with cyclisation-assisted cleavage. Multigeneration assembly strategies with multidirectional cleavage. References. Subject Index.