Green chemistry in the pharmaceutical industry:
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| Other Authors: | |
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| Format: | Book |
| Language: | English |
| Published: |
Weinheim
Wiley-VCH
2010
|
| Subjects: | |
| Online Access: | Inhaltstext Inhaltsverzeichnis |
| Physical Description: | XVIII, 370 S. Ill., graph. Darst. |
| ISBN: | 9783527324187 |
Staff View
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Record in the Search Index
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VIL CONTENTS FOREWORD V LIST OF CONTRI BUTORS XV 1 INTRODUCTION TO CREEN
CHEMISTRY, ORGANIC SYNTHESIS AND PHARMACEUTICALS J ROGER SHELDON 1.1 THE
DEVELOPMENT OF ORGANIC SYNTHESIS 3 1.2 THE ENVIRONMENTAL FACTOR 4 1.3
THE ROLE OF CATALYSIS 7 1.4 GREEN CHEMISTRY: BENIGN BY DESIGN 10 1.5
IBUPROFEN MANUFACTURE 31 1.6 THE QUESTION OF SOLVENTS: ALTERNATIVE
REACTION MEDIA 11 1.7 BIOCATALYSIS: GREEN CHEMISTRY MEETS WHITE
BIOTECHNOLOGY 35 1.8 CONCLUSIONS AND PROSPECTS 18 REFERENCES 18 2 GREEN
CHEMISTRY METRICS 21 RICHARD K. HENDERSON, DAVIDJ.C. CONSTABLE, AND
CONCEPCION JIMENEZ-GONZALEZ 2.1 INTRODUCTION 21 2.2 MEASURING RESOURCE
USAGE 24 2.2.1 FOCUS ON SOLVENTS 26 2.2.2 FOCUS ON RENEWABLES 28 2.2.3
CLEANING AND MAINTENANCE 30 2.3 LIFE CYCLE ASSESSMENT (LCA) 30 2.4
MEASURING CHEMISTRY AND PROCESS EFFICIENCY 34 2.5 MEASURING PROCESS
PARAMETERS AND EMISSIONS 35 2.6 REAL TIME ANALYSIS 36 BIBLIOGRAFISCHE
INFORMATIONEN HTTP://D-NB.INFO/996919295 DIGITALISIERT DURCH VIII
CONTENTS 2.7 OPERATIONAL EFFICIENCY 38 2.8 MEASURING ENERGY 39 2.9
MEASURING THE TOXICITY OF ALL THE SUBSTRATES 40 2.9.1 OCCUPATIONAL
EXPOSURE HAZARD AND RISK 40 2.10 MEASURING DEGRADATION POTENTIAL 43 2.11
MEASURING THE INHERENT SAFETY OR LACK OF INHERENT SAFETY 45 2.12
CONCLUSIONS 45 REFERENCES 46 3 SOLVENT USE AND WASTE ISSUES 49 C.
STEWART SLATER, MARIANO J. SAVELSKI, WILLIAM A. CAROLE, AND DAVIDJ.C.
CONSTABLE 3.1 INTRODUCTION TO SOLVENT USE AND WASTE ISSUES 49 3.1.1
INTRODUCTION 49 3.1.2 PROCESS EFFICIENCY METRICS 50 3.1.3 IMPACT BEYOND
THE PLANT - SOLVENT LIFE CYCLE 51 3.1.4 SOLVENT UTILIZATION 52 3.1.5
SOLVENTS USED IN THE PHARMACEUTICAL INDUSTRY 54 3.1.6 SOLVENT USE IN
PROCESS DEVELOPMENT 57 3.1.7 CONSEQUENCES OF EXCESSIVE SOLVENT USE 59
3.1.8 WASTE MANAGEMENT PRACTICES IN THE UNITED STATES 61 3.2 SOLVENT AND
PROCESS GREENNESS SCORING AND SELECTION TOOLS 64 CONTENTS IX 4.2.4
ECOTOXICOLOGY 87 4.2.5 THE CURRENT STATE OF THE SCIENCE 90 4.3
ENVIRONMENTAL REGULATIONS 90 4.3.1 PRODUCT REGULATIONS 91 4.3.2 PROCESS
REGULATIONS 93 4.3.2.1 CHEMICALS CONTROL 93 4.3.2.2 INTEGRATED POLLUTION
CONTROL 95 4.3.3 ENVIRONMENTAL QUALITY REGULATIONS 97 4.4 A LOOK TO THE
FUTURE 98 REFERENCES 99 5 SYNTHESIS OF SITAGLIPTIN, THE ACTIVE
INGREDIENT IN JANUVIA AND JANUMET 707 JAUME BALSELLS, YI HSIAO, KARL
B. HANSEN, FENG XU, NORIHIRO IKEMOTO, ANDREW CLAUSEN, AND JOSEPH D.
ARMSTRONG III 5.1 INTRODUCTION 303 5.2 FIRST-GENERATION ROUTE 302 5.3
SITAGLIPTIN THROUGH DIASTEREOSELECTIVE HYDROGENATION OF AN ENAMINE. THE
PGA ENAMINE-ESTER ROUTE 105 5.4 THE TRIAZOLE FRAGMENT 109 5.5 DIRECT
PREPARATION OF SS-KETO AMIDES 332 5.6 SECOND-GENERATION CHIRAL AUXILIARY
ROUTE. THE PGA ENAMINE-AMIDE ROUTE 335 5.7 THE ASYMMETRIC HYDROGENATION
ROUTE 116 5.8 PURIFICATION AND ISOLATION OF SITAGLIPTIN (PHARMACEUTICAL
FORM) 122 5. X CONTENTS 7 THE TAXOL STORY-DEVELOPMENT OF A GREEN
SYNTHESIS VIA PLANT CELL FERMENTATION 745 PIA C. MOUNTFORD 7.1
INTRODUCTION 145 7.2 DISCOVERY AND EARLY DEVELOPMENT 146 7.3 FROM
EXTRACTION OF TAXOL FROM PACIFIC YEW TREE BARK TO SEMI- SYNTHETIC
TAXOL 147 7.4 TAXOL FROM PLANT CELL FERMENTATION 150 7.5 COMPARISON OF
SEMI-SYNTHETIC VERSUS PCF TAXOL PROCESSES: THE ENVIRONMENTAL IMPACT 354
7.5.1 SEMI-SYNTHETIC PROCESS 354 7.5.1.1 TAXUS BACCATA PLANTATIONS 154
7.5.1.2 BIOMASS WASTE FROM ISOLATING 10-DAB 154 7.5.1.3 CHEMICAL
SYNTHESIS 354 7.5.2 PLANT CELL FERMENTATION PROCESS 155 7.5.2.1 PLANT
CELL FERMENTATION 155 7.5.2.2 CRUDE PACLITAXEL ISOLATION 155 7.5.2.3
CHROMATOGRAPHIE PURIFICATION OF CRUDE PACLITAXEL 355 7.6 COMPARISON OF
SEMI-SYNTHETIC VERSUS PCF TAXOL: GREEN CHEMISTRY PRINCIPLES 156 7.6.1
REAGENT USE 156 7.6.2 SOLVENT USE 356 7.6.3 ENERGY AND HANDLING
IMPLICATIONS 357 7.7 FINAL WORDS 158 ACKNOWLEDGMENTS 158 REFERENCE
CONTENTS XI 9 GREEN PROCESSES FOR PEPTIDE MIMETIC DIABETIC DRUGS 779
YASUHIRO SAWAI AND MITSUHISA YAMANO 9.1 INTRODUCTION 179 9.2 GREEN
CHEMISTRY CONSIDERATIONS IN PEPTIDE-LIKE API MANUFACTURE 179 9.3
PURIFICATION PROCESS TO MANUFACTURE AMORPHOUS API 382 9.3.1 CATION
EXCHANGE CHROMATOGRAPHY 184 9.3.2 EXTRACTION 186 9.4 PREPARATION OF
UNNATURAL AMINO ACIDS 387 9.4.1 CRYSTALLIZATION-INDUCED DIASTEREOMER
TRANSFORMATION 188 9.4.2 OPTICAL RESOLUTION VIA DIASTEREOMERIC SALT
FORMATION 191 9.5 SUMMARY 193 ACKNOWLEDGMENTS 3 93 REFERENCES 193 10 THE
DEVELOPMENT OF AN ENVIRONMENTALLY SUSTAINABLE PROCESS FOR RADAFAXINE 797
TREVOR CRINTER 10.1 INTRODUCTION 197 10.1.1 BACKGROUND 198 10.2
CHEMISTRY PROCESS AND THE DYNAMIC KINETIC RESOLUTION (DKR) 199 10.2.1
GENERAL DESCRIPTION OF THE CHEMISTRY 201 10.2.2 ROUTE 2 202 10.2.3 ROUTE
3 202 10.3 MULTICOLUMN CHROMATOGRAPHY-DEVELOPMENT OF ROUTE 4 206 10. XII
CONTENTS 11.8 CONCLUSIONS 243 ACKNOWLEDGMENTS 241 REFERENCES 241 12
PREPARATIVE AND INDUSTRIAL SCALE CHROMATOGRAPHY: GREEN AND INTEGRATED
PROCESSES 243 ERIC LANG, ERIC VALERY, OLIVIER LUDEMANN-HOMBOURGER,
WIESLAW MAJEWSKI, AND JEAN BLEHAUT 12.1 INTRODUCTION 243 12.2 BASIC
PRINCIPLES OF CHROMATOGRAPHY 244 12.3 PROCESS OPTIMIZATION TO REDUCE
ELUENT CONSUMPTION 246 12.3.1 BATCH PROCESSES 247 12.3.1.1 INCREASING
INJECTED AMOUNT 247 12.3.1.2 REDUCING CYCLE TIME WITH STACKED INJECTIONS
(CASE OF ISOCRATIC ELUENTS) 247 12.3.1.3 REDUCING CYCLE TIME USING
GRADIENTS 248 12.3.2 CONTINUOUS PROCESSES 249 12.4 USE OF A GREEN
SOLVENT: SUPERCRITICAL CARBON DIOXIDE 252 12.5 SOLVENT RECYCLING
TECHNOLOGIES 255 12.5.1 RECYCLING DEVICES FOR ISOCRATIC CHROMATOGRAPHY
256 12.5.2 RECYCLING DEVICES FOR GRADIENT CHROMATOGRAPHY 257 12.5.3
RECYCLING DEVICES FOR SUPERCRITICAL CARBON DIOXIDE 258 12.6 APPLICATION
EXAMPLES 259 12.6.1 OPTIMIZATION OF A BATCH PROCESS 259 CONTENTS XIII
13.3.3 SERTRALINE 282 13.4 CONCLUSIONS 286 ACKNOWLEDGMENTS 287
REFERENCES 287 14 GREEN TECHNOLOGIES IN THE GENERIC PHARMACEUTICAL
INDUSTRY 289 APURBA BHATTACHARYA AND RAKESHWAR BANDICHHOR 14 A
INTRODUCTION 289 14.2 'WASTE': DEFINITION AND REMEDY 292 14.3 AMIDATION
293 14.3A CARBODIIMIDE AND ACID CHLORIDE MEDIATED TRANSFORMATION 293
14.3.2 METAL-CATALYZED OXIDATIVE AMIDE SYNTHESIS 294 14.3.2.1
COPPER-CATALYZED AMIDE SYNTHESIS 294 14.3.2.2 PALLADIUM-CATALYZED AMIDE
SYNTHESIS 294 14.3.2.3 RUTHENIUM-CATALYZED AMIDE SYNTHESIS 295 14.3.3
N-HETEROCYCLIC CARBENE (NHC-CATALYZED AMIDATION) 296 14.3.4 AMIDATION
CATALYZED BY BORIC ACID DERIVATIVES 297 14.4 SYNTHESIS OF GALANTHAMINE
298 14.5 SYNTHESIS OF SOLEFINACIN 298 14.5.1 PRECEDENTED APPROACH 298
14.5.2 A GREENER APPROACH 299 14.6 SYNTHESIS OF LEVETIRACETAM 300 14.6.1
ESTABLISHED APPROACH 300 XIV CONTENTS 15.3 ENVIRONMENTAL IMPACT
CONSIDERATIONS 317 15.3.1 MICROBIALLY PRODUCED PROTEINS 317 15.3.1.1
INSULIN PRODUCTION PROCESS 317 15.3.1.2 PRODUCTION OF A TYPICAL
MEDIUM-SIZED PROTEIN 318 15.3.1.3 HIGHLY EFFICIENT PROTEIN MANUFACTURING
PROCESS 319 15.3.2 MONOCLONAL ANTIBODIES AND MAMMALIAN CELL CULTURE
PROCESSES 323 15.3.2.1 TYPICAL-TO-OPTIMIZED MANUFACTURING PROCESS FOR
MABS 322 15.3.2.2 PROJECTED 'INTENSIFIED' LARGE-SCALE MONOCLONAL
ANTIBODY MANUFACTURING PROCESS 322 15.4 OVERALL COMPARISON 324 15.5
ENVIRONMENTAL INDICES FOR THERAPEUTIC PROTEIN MANUFACTURE 325 15.6
TECHNOLOGIES WITH POTENTIAL ENVIRONMENTAL IMPACT 327 15.7 SINGLE-USE
BIOLOGIES MANUFACTURE 328 15.8 SUMMARY 329 ACKNOWLEDGMENTS 330
REFERENCES 330 16 FUTURE TRENDS FOR GREEN CHEMISTRY IN THE
PHARMACEUTICAL INDUSTRY 333 PETER J. DUNN, ANDREW S. WELLS, AND MICHAEL
T. WILLIAMS 16.1 INTRODUCTION 333 16.2 WASTE MINIMIZATION IN DRUG
DISCOVERY 334 |
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| spelling | Green chemistry in the pharmaceutical industry Ed. by Peter J. Dunn ... Weinheim Wiley-VCH 2010 XVIII, 370 S. Ill., graph. Darst. txt rdacontent n rdamedia nc rdacarrier Umwelt Environmental chemistry Industrial applications Environmental chemistry Industrial applications Case studies Pharmaceutical industry Environmental aspects Pharmaceutical industry Environmental aspects Case studies Grüne Chemie (DE-588)7563215-9 gnd rswk-swf Pharmazeutische Technologie (DE-588)4045699-7 gnd rswk-swf Pharmazeutische Industrie (DE-588)4045696-1 gnd rswk-swf (DE-588)4522595-3 Fallstudiensammlung gnd-content Pharmazeutische Industrie (DE-588)4045696-1 s Grüne Chemie (DE-588)7563215-9 s DE-604 Pharmazeutische Technologie (DE-588)4045699-7 s Dunn, Peter J. (DE-588)140811613 edt text/html http://deposit.dnb.de/cgi-bin/dokserv?id=3357027&prov=M&dok_var=1&dok_ext=htm Inhaltstext DNB Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=018964463&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Green chemistry in the pharmaceutical industry Umwelt Environmental chemistry Industrial applications Environmental chemistry Industrial applications Case studies Pharmaceutical industry Environmental aspects Pharmaceutical industry Environmental aspects Case studies Grüne Chemie (DE-588)7563215-9 gnd Pharmazeutische Technologie (DE-588)4045699-7 gnd Pharmazeutische Industrie (DE-588)4045696-1 gnd |
| subject_GND | (DE-588)7563215-9 (DE-588)4045699-7 (DE-588)4045696-1 (DE-588)4522595-3 |
| title | Green chemistry in the pharmaceutical industry |
| title_auth | Green chemistry in the pharmaceutical industry |
| title_exact_search | Green chemistry in the pharmaceutical industry |
| title_full | Green chemistry in the pharmaceutical industry Ed. by Peter J. Dunn ... |
| title_fullStr | Green chemistry in the pharmaceutical industry Ed. by Peter J. Dunn ... |
| title_full_unstemmed | Green chemistry in the pharmaceutical industry Ed. by Peter J. Dunn ... |
| title_short | Green chemistry in the pharmaceutical industry |
| title_sort | green chemistry in the pharmaceutical industry |
| topic | Umwelt Environmental chemistry Industrial applications Environmental chemistry Industrial applications Case studies Pharmaceutical industry Environmental aspects Pharmaceutical industry Environmental aspects Case studies Grüne Chemie (DE-588)7563215-9 gnd Pharmazeutische Technologie (DE-588)4045699-7 gnd Pharmazeutische Industrie (DE-588)4045696-1 gnd |
| topic_facet | Umwelt Environmental chemistry Industrial applications Environmental chemistry Industrial applications Case studies Pharmaceutical industry Environmental aspects Pharmaceutical industry Environmental aspects Case studies Grüne Chemie Pharmazeutische Technologie Pharmazeutische Industrie Fallstudiensammlung |
| url | http://deposit.dnb.de/cgi-bin/dokserv?id=3357027&prov=M&dok_var=1&dok_ext=htm http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=018964463&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
| work_keys_str_mv | AT dunnpeterj greenchemistryinthepharmaceuticalindustry |