Chemistry

Asymmetric Catalysis on Industrial Scale.. Challenges, by Blaser H.U., Schmidt E. (eds.)

By Blaser H.U., Schmidt E. (eds.)

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6 Some Important Messages Tab. ] C±Cl hydrolysis for 2-chloropropionic acid with whole cells of Pseudomonas putida (dehalogenase) 2000 t/y Zeneca Life Science Molecules [3] C±O bond formation, l-malic acid from fumaric acid with fumarase 2000 t/y Amino GmbH, Tanabe Seiyaku [15] Transesterification for the production of chiral > 100 t/y 1-phenylethyl-amines with lipases BASF [16] Redox reaction for producing cis-1,2-dihydroxycatechol with benzoate dioxygenase from Pseudomonas putida multi t/y ICI [17] CBS reduction of a-chloro ketone ªcommercial productionº PPG-Sipsy (Callery) [18] Epoxide ring opening with Mn-salen ªsmall scale productionº Merck/ChiRex [19] Hydrogenation of b-keto ester with Ru-tmbtp multi 100 kg Chemi [20] Sulfide oxidation with Ti-tartrate < 100 kg Lonza [21] Sharpless dihydroxylation with Os-cinchona multi 10 kg ChiRex [22] Because most examples in category IV described in this monograph use biocatalysts, it could be inferred that chemical catalysis is not suitable for the synthesis of NCEs.

2 Scale, Development Stage With very few exceptions, the envisaged or actual production scale is between 1± 10 t/y (11 cases) or > 10 t/y (15 cases). , p. 55) and several amino acids (up to 5±10 000 t/y, Græger and Drauz, p. 131). Also 7-ACA (> 400 t/y, Bayer), which is not actually an enantioselective process but the stereoselective transformation of a chiral substrate, and several chiral C3 and C4 units (Kasai and Suzuki, p. 233) are produced on very large scale. All processes described in the monograph have been developed either to the pilot or production stage.

Laneman Synthesis of unnatural amino acids Ligand and substrate synthesis, reaction parameters, enantioenrichment C. J. Cobley, N. B. Johnson, I. C. Lennon, R. McCague, J. A. Ramsden, A. ZanottiGerosa The application of DuPHOS rhodium(I) catalysts for commercial scale asymmetric hydrogenation Substrate synthesis, reaction parameters, enantioenrichment via biocatalysis, catalyst handling, economic considerations J. F. McGarrity, W. Brieden, R. -P. Mettler, B. Schmidt, O. Werbitzky Master the scale-up of catalytic asymmetric hydrogenations for the manufacture of fine chemicals Catalyst screening, substrate design, process optimization, application of Josiphos ligands, ligand synthesis, scale-up R.

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