Edited by two of the experts in the field, the central aim of this book is to show organic chemists working in process development that enantioselective catalysis is suitable for the large scale production of enantioenriched intermediates. In so doing, it is equally a source of information and inspiration for academic research, and, with its contribution by Noble prizewinner W. S. Knowles, will also heighten the status of industrial catalyst specialists working in the exciting field of enantioselective catalysis. Some 25 contributions from top industrial researchers around the world present case studies on the development of the widest possible range of large scale enantioselective processes, featuring stereoselective production processes of fine chemicals, agrochemicals and pharmaceuticals. Clearly structured according to the nature of the task, this handbook adopts a problem driven approach such that readers can easily find how colleagues have dealt with a similar situation.
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ISBN-13
978-3-527-60215-5 (9783527602155)
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Schweitzer Klassifikation
Hans Ulrich Blaser carried out this doctoral research with A. Eschenmoser at the Federal Institute of Technology (ETH) Zurich, from which he received the Ph.D. degree in 1971. Between 1971 and 1975 he held postdoctoral positions at the University of Chicago (J. Halpern), Harvard University (J.A. Osborn), and Monsanto (Zurich). During 20 years at Ciba0Geigy (1976 1996) he gained practical experience at R&D in the fine chemicals and pharmaceutical industry, which continued at Novartis (1996 1999) and at Solvias where he presently is chief technology officer. During his industrial career he has developed and implemented numerous catalytic routes for agrochemicals, pharmaceuticals and fine chemicals both as project leader and section head. His main interests are focused on (enantio) selective catalysis and the integration of catalytic steps into the syntheses of commercial products. Elke Schmidt carried out her doctoral research with Prof. Christian Wandrey at the Institute for Biotechnology (Nuclear Research Center) in Juelich. She received her Ph.D. degree in 1987 from the Institute for Chemistry of the Rheinische Friedrich Wilhelm University, Bonn. During the last 16 years at Ciba Geigy, Norvatis and Syngenta, she held various positions in R&D, during the last 10 years in Crop Protection Research. Her main interest is focused on biotransformation, natural products discovery and fermentation development for small molecules and proteins.
Asymmetric hydrogenation: The Monsanto L dopa process The other l dopa process The Chiral Switch of Metolachlor: The Development of a Large Scale Enantioselective Catalytic Process An Innovative Asymmetric Sulfide Oxidation: The Process Development History behind the New Antiulcer Agent Esomeprazole Enantioselective Hydrogenation: Towards a Large Scale Total Synthesis of Chiral Terpenoid Compounds Comparison of Four Industrial Syntheses of Ethyl (R) 2 Hydroxy 4 Phenylbutyrate 7 Aminocepholasporanic acid chemical vs. enzymatic production process Methods for the Biocatalytic Production of L Amino Acids on Industrial Scale The large scale biocatalytic synthesis of enantiopure cyanohydrins Industrialization Studies on the Jacobsen Hydrolytic Kinetic Resolution of Racemic Epoxides Scale up studies in asymmetric transfer hydrogenation Practical Applications on Biocatalysis or the Manufacturing of Chiral alcohols such as (R) 1,3 butanediol by Stereo specific Oxidoreduction Microbial resolution of 2,3 dichloro 1 propanol and 3 chloro 1,2 propanediol Synthesis of Unnatural Amino Acids The Application of DuPHOS Rhodium(I) Catalysts for Commercial Scale Asymmetric Hydrogenation (TMBTP) Ruthenium catalysts: a useful tool for industrial asymmetric hydrogenations Biocatalytic approaches for large scale production of asymmetric synthons Master the scale up of catalytic asymmetric hydrogenations for the manufacture of fine chemicals Large Scale Applications of Biocatalysis in the Asymmetric Synthesis of Laboratory Chemicals Development of an Efficient Synthesis of Chiral 2 Hydroxy Acids Factors Influencing the Application of Literature Methods Toward the Preparation of a Chiral trans Cyclopropane Carboxylic Acid Intermediate During Development of a Melatonin Agonist Hetero Diels Alder Biocatalysis Approach for the Synthesis of (S) 3 [2 {(Methylsulfonyl) oxy}ethoxy] 4 (triphenylmethoxy) 1 butanol Methanesulfonate: Successful Application of an Enzyme Resolution Process Multi kilo resolution of XU305, a key intermediate to the platelet glycoprotein Iib/IIIa receptor antagonist roxifiban via kinetic and dynamic enzymatic resolution Protease Catalyzed Preparation of (S) 2 [(tert Butylsulfonyl)methyl] hydrocinnamic Acid for Renin Inhibitor RO0425892 Protease Catalyzed Preparation of Chiral 2 Isobutyl Succinic Acid Derivatives for Collagenase Inhibitor RO0319790 Development of a Biocatalytic Process for the Resolution of (R) and (S) Ethyl 3 amino 4 pentynoate Isomers Using Enzyme Penicillin acylase
