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Asymmetric Catalysis on Industrial Scale

Challenges, Approaches and Solutions
 E-Book
Sofort lieferbar | Lieferzeit:3-5 Tage I
ISBN-13:
9783527642168
Einband:
E-Book
Seiten:
580
Autor:
Hans-Ulrich Blaser
eBook Typ:
Adobe Digital Editions
eBook Format:
E-Book
Kopierschutz:
Adobe DRM [Hard-DRM]
Sprache:
Englisch
Beschreibung:

Die zweite Auflage dieser bahnbrechenden Publikation zur industriellen asymmetrischen Katalyse fängt die wichtigsten Trends und aktuellen Entwicklungen ein. Komplett neue Fallstudien weltweit führender Fachleute bieten Ihnen einen kompakten und kompetenten Einblick in das Gesamtgebiet.
PART I: New Processes for Existing Active Compounds (APIs)
SOME RECENT EXAMPLES IN DEVELOPING BIOCATALYTIC PHARMACEUTICAL PROCESSES
Introduction
Levetiracetam (Keppra®)
Atorvastatin (Lipitor®)
Pregabalin (Lyrica®)
Conclusion
ENANTIOSELECTIVE HYDROGENATION: APPLICATIONS IN PROCESS R&D OF PHARMACEUTICALS
Introduction
Carbonyl Hydrogenations
Imine Hydrogenation
Conclusion
CHIRAL LACTONES BY ASYMMETRIC HYDROGENATION - A STEP FORWARD IN (+)-BIOTIN PRODUCTION
Introduction: (+)-Biotin as an Example for the Industrial Production of Vitamins
Commercial Syntheses and Other Routes to (+)-Biotin by Total Synthesis
Catalytic Asymmetric Reduction of Cyclic Anhydride to D-Lactone
Conclusion
BIOCATALYTIC ASYMMETRIC OXIDATION FOR THE PRODUCTION OF BICYCLIC PROLINE PEPTIDOMIMETICS
Introduction
Development of Routes to 1 and 2
Asymmetric Biocatalytic Amine Oxidation
Enzyme Evolution - Current State of the Art
Amine Oxidase Evolution
Chemical Development
Optimization of Cyanation
Conclusion
THE ASYMMETRIC REDUCTION OF HETEROCYCLIC KETONES - A KEY STEP IN THE SYNTHESIS OF POTASSIUM-COMPETITIVE ACID BLOCKERS (P-CABs)
Potassium-Competitive Acid Blockers - A New Option for the Treatment of Acid-Related Diseases
Discovery and Development of 7H-8,9-Dihydropyrano[2,3-c]imidazo[1,2-a]pyridines as Potassium-Competitive Acid Blockers
Noyori-Type Catalysts for the Asymmetric Reduction of Prochiral Ketones
Research Overview
Asymmtric Reduction of Ketones Bearing the Imidazo[1,2-a]pyridine Skeleton
Asymmetric Reduction of Ketones Bearing the 3,6,7,8-Tetrahydrochromenol[7,8-d]imidazole Skeleton
Large-Scale Asymmetric Synthesis of the 3,6,7,8-Tetrahydrochromeno[7,8-d]imidazole BYK 405879
Conclusions

PART II: Processes for Important Building Blocks

APPLICATION OF A MULTIPLE-ENZYME SYSTEM FOR CHIRAL ALCOHOL PRODUCTION
Introduction
Construction of an Enzymatic Reduction System
Enzymatic Stereoinversion System
CHEMOENZYMATIC ROUTE TO THE SIDE-CHAIN OF ROSUVASTATIN
Introduction
Route Selection
Process Development
Conclusion
ASYMMETRIC HYDROGENATION OF A 2-ISOPROPYLCINNAMIC ACID DERIVATIVE EN ROUTE TO THE BLOOD PRESSURE-LOWERING AGENT ALISKIREN
Introduction
Development of Monodentate Phosphoramidites as Ligands for Asymmetric Hydrogenation
Instant Ligand Libraries of Monodentate BINOL-Based Phosphoramidites
Aliskiren
High-Throughput Screening in Search of a Cheap Phosphoramidite Ligand
Mixtures of Ligands
Further Screening of Conditions
Validation and Pilot Plant Run
Instant Ligand Library Screening to Further Optimize Rate and ee
Validations
Recent Developments in the Asymmetric Hydrogenation of 3
Conclusion
ASYMMETRIC PHASE-TRANSFER CATALYSIS FOR THE PRODUCTION OF NON-PROTEINOGENIC ALPHA-AMINO ACIDS
Background
Designer's Chiral Phase-Transfer Catalysts
Cynthesis of the C2-Symmetric Chiral Mono-1,1'-Binaphthyl-Derived Catalyst
Application of Enantiomers of 21 to the Industrial Production of NPAAs
Conclusion
DEVELOPMENT OF EFFICIENT TECHNICAL PROCESSES FOR THE PRODUCTION OF ENANTIOPURE AMINO ALCOHOLS IN THE PHARMACEUTICAL INDUSTRY
Introduction
Phenylephrine
Adrenaline (Epinephrine)
Lobeline
Availability of the Catalyst
General Remarks on the Development of Industrial Processes for Asymmetric Hydrogenation
THE ASYMMETRIC HYDROGENATION OF ENONES - ACCESS TO A NEW L-MENTHOL SYNTHESIS
Introduction
Screening of Metal Complexes, Conditions, and Ligands
Scale-Up and Mechanistic Work
Catalyst Recycling and Continuous Processing
Conclusion
ELIMINATING BARRIERS IN LARGE-SCALE ASYMMETRIC SYNTHESIS
Introduction
Improvement of the Synthetic Route to Biaryl Ligands
Development of an Efficient Process En Route to Unprotected Beta-Amino Acids
Conclusion
CATALYTIC ASYMMETRIC RING OPENING: A TRANSFER FROM ACADEMIA TO INDUSTRY
Introduction
Catalyst Preparation and Initial Optimization
Further Optimization
Process Adaptation
Protecting Group Adaption
Use of Benzoate as O-Nucleophile
Chemical Elaboration
Conclusion
ASYMMETRIC BAEYER-VILLIGER REACTIONS USING WHOLE-CELL BIOCATALYSTS
Int
Rezension"Overall, this book will be of interest to both industrial specialists and academics as it contains a good mix of chemistry and engineering. It provides comfort and inspiration to those working in this field through the numerous success stories told and is undoubtedly a useful source of potential contacts for those struggling with a particular asymmetric synthesis issue." (Platinum Metals Review, 2011)

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