EDITORIAL
| Could This Happen in Your Company? Trevor Laird 297-298 |
| Full: PDF (19 K) |
HIGHLIGHTS FROM THE LITERATURE
| Some Items of Interest to Process R&D Chemists and Engineers M. McLaughlin, S. GarciaRubio, U. Tilstam, O.A.C. Antunes, G.D. Yadav, A. Zlota, and T. Laird 299-310 |
| Full: PDF (323 K) |
REGULATORY HIGHLIGHTS
| Regulatory Highlights for 2006 to March 2007 Derek Robinson 311-317 |
| Full: PDF (49 K) |
HIGHLIGHTS FROM THE PATENTS
| A Review of U.S. Patents in the Field of Organic Process Development Published during October to December 2006 Keith Turner 318-327 |
| Full: PDF (200 K) |
FULL PAPERS
| From High-Throughput Catalyst Screening to Reaction Optimization: Detailed Investigation of Regioselective Suzuki Coupling of 1,6-Naphthyridone Dichloride Chaoxian Cai, John Y. L. Chung, J. Christopher McWilliams, Yongkui Sun, C. Scott Shultz, and Michael Palucki 328-335  |
| Full: PDF (201 K) |
| An Improved Manufacturing Process for the Antimalaria Drug Coartem. Part I Matthias Boehm, Peter C. Fuenfschilling, Matthias Krieger, Ernst Kuesters, and Fritz Struber 336-340  |
| Full: PDF (74 K) |
| An Improved Manufacturing Process for the Antimalaria Drug Coartem. Part II Ulrich Beutler, Peter C. Fuenfschilling, and Andreas Steinkemper 341-345  |
| Full: PDF (66 K) |
| Process Development and Scale-up for (±)-Reboxetine Mesylate Kevin E. Henegar, Cynthia T. Ball, Carolyn M. Horvath, Keith D. Maisto, and Sarah E. Mancini 346-353  |
| Full: PDF (117 K) |
| Process Development for (S,S)-Reboxetine Succinate via a Sharpless Asymmetric Epoxidation Kevin E. Henegar and Mateusz Cebula 354-358  |
| Full: PDF (58 K) |
| Suppression of a Palladium-Mediated Homocoupling in a Suzuki Cross-Coupling Reaction. Development of an Impurity Control Strategy Supporting Synthesis of LY451395 William D. Miller, Andrew H. Fray, John T. Quatroche, and Christa D. Sturgill 359-364  |
| Full: PDF (85 K) |
| An Approach to Early-Phase Salt Selection: Application to NBI-75043 Timothy D. Gross, Kevin Schaab, Michael Ouellette, Scott Zook, Jayachandra P. Reddy,, Arthur Shurtleff, Aida I. Sacaan, Tanja Alebic-Kolbah, and Haig Bozigian 365-377  |
| Full: PDF (1509 K) |
| Development of a Commercial Process to Produce Oxandrolone John E. Cabaj, David Kairys, and Thomas R. Benson 378-388  |
| Full: PDF (152 K) |
| Practical Synthesis and Molecular Structure of a Potent Broad-Spectrum Antibacterial Isothiazoloquinolone Akihiro Hashimoto, Godwin C. G. Pais, Qiuping Wang, Edlaine Lucien, Christopher D. Incarvito, Milind Deshpande, Barton J. Bradbury, and Jason A. Wiles 389-398  |
| Full: PDF (349 K) |
| A Microcapillary Flow Disc Reactor for Organic Synthesis Christian H. Hornung, Malcolm R. Mackley, Ian R. Baxendale, and Steven V. Ley 399-405  |
| Full: PDF (783 K) |
| Highly Functionalised Sulfur-Based Silica Scavengers for the Efficient Removal of Palladium Species from Active Pharmaceutical Ingredients Nicola Galaffu, Siud Pui Man, Robin D. Wilkes, and John R. H. Wilson 406-413  |
| Full: PDF (287 K) |
| Synthesis of Tetracyclic Heterocompounds as Selective Estrogen Receptor Modulators. Part 1. Process Development for Scale-up of 2,5,8-Substituted 5,11-Dihydrochromeno[4,3-c]chromene Derivatives Xun Li, Michael Reuman, Ronald K. Russell, Richard Adams, Robert Ma, Sandra Beish, Shawn Branum, Scott Youells, Jerry Roberts, Nareshkumar Jain, Ramesh Kanojia, and Zhihua Sui 414-421  |
| Full: PDF (114 K) |
| Scale-Up Syntheses of Two Naturally Occurring Procyanidins: (-)-Epicatechin-(4β,8)-(+)-catechin and (-)-Epicatechin-3-O-galloyl-(4β,8)-(-)-epicatechin-3-O-gallate Pradeep K. Sharma, Alexander Kolchinski, Hélčne A. Shea, Jayesh J. Nair, Yanni Gou,, Leo J. Romanczyk, Jr., and Harold H. Schmitz 422-430  |
| Full: PDF (140 K) |
| A Convergent Kilogram-Scale Synthesis of the PPARα Agonist LY518674: Discovery of a Novel Acid-Mediated Triazolone Synthesis Timothy M. Braden, D. Scott Coffey, Christopher W. Doecke, Michael E. LeTourneau, Michael J. Martinelli, Christopher L. Meyer, Richard D. Miller, Joseph M. Pawlak, Steven W. Pedersen, Christopher R. Schmid, Bruce W. Shaw, Michael A. Staszak, and Jeffrey T. Vicenzi 431-440  |
| Full: PDF (191 K) |
| The Preparation of Two, Preclinical Amino-quinazolinediones as Antibacterial Agents Vladimir Beylin, David C. Boyles, Timothy T. Curran, Dainius Macikenas, Roger V. Parlett, IV, and Derek Vrieze 441-449  |
| Full: PDF (189 K) |
| An Efficient Synthesis of Dibenzo[c,f]-2,7-naphthyridine Ring System through Design of Experiments Ariamala Gopalsamy, Mengxiao Shi, and Ramaswamy Nilakantan 450-454  |
| Full: PDF (210 K) |
| An Alternative Approach to Achieve Enantiopure (3S)-4-Benzyl-3- (4-fluorophenyl)morpholin-2-one: A Key Intermediate of Aprepitant, an NK1 Receptor Antagonist Naveenkumar Kolla, Chandrashekar R. Elati, Muthulingam Arunagiri, Srinivas Gangula, Pravinchandra J. Vankawala, Yerremilli Anjaneyulu, Apurba Bhattacharya, Sundaram Venkatraman, and Vijayavitthal T. Mathad 455-457  |
| Full: PDF (57 K) |
| Continuous Flow Ligand-Free Heck Reactions Using Monolithic Pd [0] Nanoparticles Nikzad Nikbin, Mark Ladlow, and Steven V. Ley 458-462  |
| Full: PDF (476 K) |
| Improved and Practical Synthesis of 6-Methoxy-1,2,3,4- tetrahydroisoquinoline Hydrochloride H. Marlon Zhong, Frank J. Villani, and Ramzy Marzouq 463-465  |
| Full: PDF (33 K) |
TECHNICAL NOTES
| An Improved Process for the Preparation of 4,4-Dimethyloxazolidine-2-thione Neera Tewari, Dinesh Nair, Hashim Nizar, Bishwa Prakash Rai, and Mohan Prasad 466-467  |
| Full: PDF (28 K) |
| A Facile Process for the Preparation of 2-Bromoethyl Methyl Ether Varaprasad Dasari, Rao V. Srinivas, Sunil R. Rao, Kalyan Chakravarthy Akula, Ravi Dhamjewar, and Yogesh S. Sanghvi 468-469  |
| Full: PDF (26 K) |
| A Green Chemistry Comparative Analysis of the Syntheses of (E)-4-Cyclobutyl-2-[2-(3-nitrophenyl)ethenyl] Thiazole, Ro 24-5904 Michael A. Kuzemko, Susan D. Van Arnum, and Henry J. Niemczyk 470-476  |
| Full: PDF (95 K) |
| QuadraPure Cartridges for Removal of Trace Metal from Reaction Mixtures in Flow A. Hinchcliffe, C. Hughes, D. A. Pears, and M. R. Pitts 477-481  |
| Full: PDF (126 K) |
| High-Yielding Syntheses of 1-Piperidin-4-yl Butyro- and Valerolactams through a Tandem Reductive Amination-Lactamization (Reductive Lactamization) Christopher M. Mapes and Neelakandha S. Mani 482-486  |
| Full: PDF (89 K) |
| Synthetic Improvements in the Preparation of Clopidogrel Lixin Wang, Jianfen Shen, Yi Tang, Yi Chen, Wen Wang, Zegui Cai, and, and Zhenjun Du 487-489  |
| Full: PDF (49 K) |
| New Practical Synthesis of the Key Intermediate of Candesartan Márta Porcs-Makkay, Tibor Mezei, and Gyula Simig 490-493  |
| Full: PDF (75 K) |
SPECIAL FEATURE SECTION: ASYMMETRIC SYNTHESIS ON LARGE SCALE EDITORIAL
| SPECIAL FEATURE SECTION: ASYMMETRIC SYNTHESIS ON LARGE SCALE Hans Jürgen Federsel and Karel M. J. Brands 494-494 |
| Full: PDF (13 K) |
REVIEWS
| Catalytic Asymmetric Carbon-Carbon Bond Formations: Their Evolution from Biocatalysis to Organocatalysis over the Millennium Masaya Ikunaka 495-502  |
| Full: PDF (225 K) |
| Bioreactor Systems for the Production of Optically Active Amino Acids and Alcohols Hirokazu Nanba, Yoshihiko Yasohara, Junzo Hasegawa, and Satomi Takahashi 503-508  |
| Full: PDF (166 K) |
| Practical Copper-Catalyzed Asymmetric Synthesis of Chiral Chrysanthemic Acid Esters Makoto Itagaki and Katsuhiro Suenobu 509-518  |
| Full: PDF (249 K) |
FULL PAPERS
| Enantioselective Ketone Hydrogenation: From R&D to Pilot Scale with Industrially Viable Ru/Phosphine-Oxazoline Complexes Frédéric Naud, Felix Spindler, Carsten J. Rueggeberg, Andreas T. Schmidt, and Hans-Ulrich Blaser 519-523  |
| Full: PDF (55 K) |
| Enantioselective Synthesis of a Key Intermediate in a New Process for Orlistat Using Asymmetric Hydrogenation and a Grignard Reagent Promoted Lactone Cyclization Mark A. Schwindt, Michael P. Fleming, Yeun-Kwei Han, Lewis M. Hodges, David A. Johnston, Roger P. Micheli, Chris R. Roberts, Roger Snyder, Robert J. Topping, Kurt Püntener, and Michelangelo Scalone 524-533  |
| Full: PDF (151 K) |
| Development of an Asymmetric Acetate Aldol Reaction with a Trifluoromethyl Ketone Jinhua J. Song, Jinghua Xu, Zhulin Tan, Jonathan T. Reeves, Nelu Grinberg, Heewon Lee, Katie Kuzmich, Xuwu Feng, Nathan K. Yee, and Chris H. Senanayake 534-538  |
| Full: PDF (80 K) |
| Efficient Asymmetric Synthesis of N-[(1R)-6-Chloro-2,3,4,9-tetrahydro-1H-carbazol-1-yl]-2-pyridinecarboxamide for Treatment of Human Papillomavirus Infections Sharon D. Boggs, Jeremy D. Cobb, Kristjan S. Gudmundsson, Lynda A. Jones, Richard T. Matsuoka,, Alan Millar, Daniel E. Patterson, Vicente Samano, Mark D. Trone, Shiping Xie, and Xiao-ming Zhou 539-545  |
| Full: PDF (106 K) |
| Design, Development, and Scale-Up of a Selective meso-Epoxide Desymmetrization Process David L. Varie, Christopher Beck, Sandra K. Borders, Molly D. Brady, Jason S. Cronin, Tracy K. Ditsworth, David A. Hay, David W. Hoard, Richard C. Hoying, Ryan J. Linder, Richard D. Miller, Eric D. Moher, Jacob R. Remacle, John A. Rieck, III, David D. Anderson, Paul N. Dodson, Mindy B. Forst, Duane A. Pierson, and Joseph A. Turpin 546-559  |
| Full: PDF (267 K) |
| Optimized Catalytic Enantioselective Aryl Transfer Process Gives Access to mGlu2 Receptor Potentiators Nicholas A. Magnus, Peter B. Anzeveno, D. Scott Coffey, David A. Hay, Michael E. Laurila, Jeffrey M. Schkeryantz, Bruce W. Shaw, and Michael A. Staszak 560-567  |
| Full: PDF (352 K) |
| Development of Practical Rhodium Phosphine Catalysts for the Hydrogenation of β-Dehydroamino Acid Derivatives Stephan Enthaler, Giulia Erre, Kathrin Junge, Jens Holz, Armin Börner, Elisabetta Alberico, Ilenia Nieddu, Serafino Gladiali, and Matthias Beller 568-577  |
| Full: PDF (313 K) |
| Development of a Large Scale Asymmetric Synthesis of Vanilloid Receptor (TRPV1) Antagonist ABT-102 Kirill Lukin, Margaret C. Hsu, Gilles Chambournier, Brian Kotecki, C. J. Venkatramani, and M. Robert Leanna 578-584  |
| Full: PDF (104 K) |
| A Mixed-Ligand Approach Enables the Asymmetric Hydrogenation of an α-Isopropylcinnamic Acid en Route to the Renin Inhibitor Aliskiren Jeroen A. F. Boogers, Ulfried Felfer, Martina Kotthaus, Laurent Lefort, Gerhard Steinbauer, André H. M. de Vries, and Johannes G. de Vries 585-591  |
| Full: PDF (378 K) |
| Solvent-Free Asymmetric Anhydride Opening in a Ball Mill Toni Rantanen, Ingo Schiffers, and Carsten Bolm 592-597  |
| Full: PDF (79 K) |
| Enantioselective Synthesis of Hydrobenzofuranones Using an Asymmetric Desymmetrizing Intramolecular Stetter Reaction of Cyclohexadienones Qin Liu and Tomislav Rovis 598-604  |
| Full: PDF (171 K) |
| Development of a Preparative-Scale Asymmetric Synthesis of (R)-p-Tolyl Methyl Sulfoxide for Use in a One-Pot Synthesis of a Drug Intermediate Containing a Trifluoromethyl-Substituted Alcohol Functionality Zhengxu Han, Jinhua J. Song, Nathan K. Yee, Yibo Xu, Wenjun Tang, Jonathan T. Reeves, Zhulin Tan, Xiao-jun Wang, Bruce Lu, Dhileepkumar Krishnamurthy, and Chris H. Senanayake 605-608  |
| Full: PDF (54 K) |
| Practical Syntheses of Chiral α-Amino Acids and Chiral Half-Esters by Kinetic Resolution of Urethane-Protected α-Amino Acid N-Carboxyanhydrides and Desymmetrization of Cyclic meso-Anhydrides with New Modified Cinchona Alkaloid Catalysts Yutaka Ishii, Ryosuke Fujimoto, Masafumi Mikami, Satoshi Murakami, Yasushi Miki, and Yoshiro Furukawa 609-615  |
| Full: PDF (114 K) |
| Catalytic, Enantioselective Synthesis of Taranabant, a Novel, Acyclic Cannabinoid-1 Receptor Inverse Agonist for the Treatment of Obesity Cheng-yi Chen, Lisa F. Frey, Scott Shultz, Debra J. Wallace, Karen Marcantonio, Joeseph F. Payack, Enrique Vazquez, Shawn A. Springfield, George Zhou, Ping Liu, Gerard R. Kieczykowski, Alex M. Chen, Brian D. Phenix, Utpal Singh, Jeff Strine, Brianne Izzo, and Shane W. Krska 616-623  |
| Full: PDF (180 K) |
COMMUNICATIONS TO THE EDITOR
| Synthesis of 4-Fluoro-β-(4-fluorophenyl)-L-phenylalanine by an Asymmetric Phase-Transfer Catalyzed Alkylation: Synthesis on Scale and Catalyst Stability Daniel E. Patterson, Shiping Xie, Lynda A. Jones, Martin H. Osterhout, Christopher G. Henry, and Thomas D. Roper 624-627  |
| Full: PDF (70 K) |
| Design of Chiral Phase Transfer Catalyst with Conformationally Fixed Biphenyl Core: Application to Asymmetric Alkylation of Glycine Derivatives Yong-Gang Wang and Keiji Maruoka 628-632  |
| Full: PDF (72 K) |
| Enantioselective Reduction of Nitroalkene Mixtures by in Situ Equilibration Constantin Czekelius and Erick M. Carreira 633-636  |
| Full: PDF (66 K) |
| A Practical and Scaleable Synthesis of 1R,5S-Bicyclo[3.1.0]hexan-2-one: The Development of a Catalytic Lithium 2,2,6,6-Tetramethylpiperidide (LTMP) Mediated Intramolecular Cyclopropanation of (R)-1,2-Epoxyhex-5-ene Anthony D. Alorati, Matthew M. Bio, Karel M. J. Brands, Ed Cleator, Antony J. Davies, Robert D. Wilson, and Chris S. Wise 637-641  |
| Full: PDF (56 K) |
TECHNICAL NOTES
| Catalytic Racemisation of Chiral Amines and Application in Dynamic Kinetic Resolution A. John Blacker, Matthew J. Stirling, and Michael I. Page 642-648  |
| Full: PDF (92 K) |
BOOK REVIEWS
| Polymorphism in the Pharmaceutical Industry Edited by R. Hilfiker. Wiley-VCH: Weinheim. 2006. 414 + xix pp. £105. ISBN 3-527-31146-7. T. Laird 649-649 |
| Full: PDF (15 K) |
| Fundamentals of Early Clinical Drug Development: From Synthesis Design to Formulation Edited by A. F. Abdel-Magid and S. Caron. Wiley: New Jersey. 2006. 323 pp. £58.95. ISBN 0-471-69278-6. T. Laird 649-650 |
| Full: PDF (15 K) |
| Handbook of Industrial Biocatalysis Edited by Ching T. Hou. CRC/Taylor & Francis: Boca Raton, FL. 2005. 557 pp + xv. $179.95. ISBN 0824724232. T. Laird 650-650 |
| Full: PDF (17 K) |