Umfang:
Online-Ressource
ISBN:
9783034801256
Serie:
SpringerLink
Inhalt:
Highlighting 15 selected chiral structures, which represent candidate or marketed drugs, and their chemical syntheses, the authors acquaint the reader with the fascinating achievements of synthetic and medicinal chemistry.The book starts with an introduction treating the discovery and development of a new drug entity. Each of the 15 subsequent chapters presents one of the target structures and begins with a description of its biological profile as well as any known molecular mechanisms of action, underlining the importance of its structural and stereochemical features. This section is followed by detailed discussions of synthetic approaches to the chiral target structure, highlighting creative ideas, the scaling-up of laboratory methods and their replacement by efficient modern technologies for large-scale production. Nearly 60 synthetic reactions, most of them stereoselective, catalytic or biocatalytic, as well as chiral separating methodologies are included in the book.Vitomir Sunjic and Michael J. Parnham provide an invaluable source of information for scientists in academia and the pharmaceutical industry who are actively engaged in the interdisciplinary development of new drugs, as well as for advanced students in chemistry and related fields.
Anmerkung:
Includes bibliographical references and index
,
Signposts to Chiral Drugs; Preface; References; Contents; Abbreviations and Acronyms; Chapter 1: Organic Synthesis in Drug Discovery and Development; 1.1 Introduction; 1.2 Synthetic Organic Chemistry in Pharmaceutical RandD; 1.3 New Concepts in the Drug Discovery Process; 1.3.1 The Impact of Natural Products on Modern Drug Discovery; 1.3.2 Biologically Orientated Synthesis in Drug Discovery; 1.3.3 Incorporation of Genomics and DNA-templated Synthesis into Drug Discovery; 1.4 Conclusion; References; Chapter 2: Aliskiren Fumarate; 2.1 Introduction
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2.2 Renin and the Mechanism of Action of Aliskiren2.3 Structural Characteristics and Synthetic Approaches to Aliskiren; 2.3.1 Strategy Based on Visual Imagery, Starting from Nature´s Chiral Pool: A Dali-Like Presentation of Objects; 2.3.2 Fine-Tuning of the Chiral Ligand for the Rh Complex: Hydrogenation of the Selected Substrate with Extreme Enantioselectivities; 2.4 Conclusion; References; Chapter 3: (R)-K-13675; 3.1 Introduction; 3.2 Peroxisome Proliferator-Activated Receptor α Agonists; 3.2.1 beta-Phenylpropionic Acids; 3.2.2 α-Alkoxy-beta-Arylpropionic Acids
,
3.2.3 α-Aryloxy-beta-Phenyl Propionic Acids3.2.4 Oxybenzoylglycine Derivatives; 3.3 Non-hydrolytic Anomalous Lactone Ring-Opening; 3.4 Mitsunobu Reaction in the Ether Bond Formation; 3.5 Conclusion; References; Chapter 4: Sitagliptin Phosphate Monohydrate; 4.1 Introduction; 4.2 Endogenous Glucoregulatory Peptide Hormones and Dipeptidyl Peptidase IV (DPP4) Inhibitors; 4.3 Synthesis with C-acyl Meldrum´s Acid as the N-Acylating Agent; 4.4 Highly Enantioselective Hydrogenation of Unprotected beta-Enamino Amides and the Use of Josiphos-Ligands
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4.5 Ammonium Chloride, an Effective Promoter of Catalytic Enantioselective Hydrogenation4.6 Conclusion; References; Chapter 5: Biaryl Units in Valsartan and Vancomycin; 5.1 Introduction; 5.2 Angiotensin AT1 Receptor, a G-Protein-Coupled Receptor; 5.3 Cu-Promoted Catalytic Decarboxylative Biaryl Synthesis, a Biomimetic Type Aerobic Decarboxylation; 5.4 Stereoselective Approach to the Axially Chiral Biaryl System; the Case of Vancomycin; 5.5 Conclusion; References; Chapter 6: 3-Amino-1,4-Benzodiazepines; 6.1 Introduction; 6.2 3-Amino-1,4-Benzodiazepine Derivatives as gamma-Secretase Inhibitors
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6.3 Configurational Stability: Racemization and Enantiomerization6.4 Crystallization Induced Asymmetric Transformation; 6.5 Asymmetric Ireland-Claisen Rearrangement; 6.6 Hydroboration of the Terminal C=C Bond: Anti-Markovnikov Hydratation; 6.7 Crystallization-Induced Asymmetric Transformation in the Synthesis of L-768,673; 6.8 Conclusion; References; Chapter 7: Sertraline; 7.1 Introduction; 7.2 Synaptosomal Serotonin Uptake and Its Selective Inhibitors (SSRI); 7.3 Action of Sertraline and Its Protein Target; 7.4 General Synthetic Route
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7.5 Stereoselective Reduction of Ketones and Imines Under Kinetic and Thermodynamic Control
Weitere Ausg.:
ISBN 9783034801249
Weitere Ausg.:
Buchausg. u.d.T. Šunjić, Vitomir, 1939 - Signposts to chiral drugs Basel : Springer, 2011 ISBN 3034801246
Weitere Ausg.:
ISBN 9783034801249
Sprache:
Englisch
Fachgebiete:
Chemie/Pharmazie
Schlagwort(e):
Chirale Verbindungen
;
Präparative organische Chemie
;
Arzneimittel
;
Chirale Verbindungen
;
Präparative organische Chemie
;
Arzneimittel
DOI:
10.1007/978-3-0348-0125-6
URL:
Volltext
(lizenzpflichtig)
Mehr zum Autor:
Parnham, Michael J. 1951-
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