Peter J. H. Scott is an Assistant Professor in the Department of Radiology at the University of Michigan Medical School (USA), Director of the University of Michigan PET Center (USA) and a member of the Interdepartmental Program in Medicinal Chemistry. Professor Scott edited Linker Strategies in Solid-Phase Organic Synthesis (also from Wiley) and is the series editor for both the Wiley Series on Radiochemical Syntheses and the Wiley Series on Solid Phase Organic Syntheses.

• Contributors xiEditorial Preface xviiAbbreviations xixPART I FLUORINE-18 LABELED RADIOPHARMACEUTICALS 11. Synthesis of (−)-[18F]Flubatine ([18F]FLBT) 3Megan N. Stewart, Brian G. Hockley, and Peter J. H. Scott2. Synthesis of [18F]-(−)Fluoroethoxy Benzovesamicol ([18F]FEOBV) 13Brian G. Hockley, Megan N. Stewart, and Peter J. H. Scott3. Synthesis of [18F]Fluoromethylcholine ([18F]FCH) via [18F]Fluoromethyl Tosylate 21Melissa E. Rodnick, Allen F. Brooks, Brian G. Hockley, Bradford D. Henderson, and Peter J. H. Scott4. Radiosynthesis of [18F]Flotegatide ([18F]RGD-K5) 29Hartmuth C. Kolb, Fanrong Mu, Umesh Gangadharmath, Vani P. Mocharla, Zhihong Zhu, Ashok Chaudhary, and Joseph C. Walsh5. Synthesis of 3-[18F]Fluoro-5-(2-Pyridinylethynyl) Benzonitrile ([18F]FPEB) 41Steven H. Liang, Daniel L. Yokell, Raul N. Jackson, Peter A. Rice, Eli Livni, David Alagille, Gilles Tamagnan, Thomas Lee Collier, and Neil Vasdev6. Radiosynthesis of 2′-Deoxy-2′-[18F]Fluoro-5-Methyl-1-β-d-Arabinofuranosyluracil ([18F]FMAU) 53Kai Chen and Peter S. ContiPART II CARBON-11 LABELED RADIOPHARMACEUTICALS 637. Synthesis of N-[11C]Methyl-4-Piperidinyl Propionate ([11C]PMP) 65Xia Shao and Peter J. H. Scott8. Synthesis of 1-(2,4-Dichlorophenyl)-4-Cyano-5-(4-[11C]methoxyphenyl)-N-(Piperidin-1-yl)-1H-Pyrazole-3-Carboxamide ([11C]OMAR) 73Xia Shao, Keunsam Jang, and Peter J. H. Scott9. Synthesis of Carbon-11 Labeled (+)-4-Propyl-3,4,4a,5,6,10b-Hexahydro-2H-Naphtho[1,2-b][1,4]Oxazin-9-Ol ([11C]-(+)-PHNO) 81Christophe Plisson, Joaquim Ramada-Magalhaes, and Jan Passchier10. Synthesis of (R)-[N-Methyl-11C]PK11195 93Vítor H. Alves, Antero J. Abrunhosa, and Miguel Castelo-BrancoPART III OTHER RADIOPHARMACEUTICALS 10311. Synthesis of Oxygen-15 Water ([15O]H2O) 105David W. Dick and G. Leonard WatkinsPART IV NEW METHODS FOR THE SYNTHESIS AND QUALITY CONTROL OF RADIOPHARMACEUTICALS 11512. Direct, Nucleophilic Radiosynthesis of [18F]Trifluoroethyl Tosylate 117Patrick J. Riss, Waqas Rafique, and Franklin I. Aigbirhio13. Synthesis of [18F]N-Methyl Lansoprazole via Generation of a [18F]Trifluoromethyl Group 123Allen F. Brooks, Melissa E. Rodnick, Garret M. Carpenter, and Peter J. H. Scott14. [18F]Fluorination of (Mesityl)(Aryl)Iodonium Salts 129Naoko Ichiishi, Allen F. Brooks, Joseph J. Topczewski, Melissa E. Rodnick, Melanie S. Sanford, and Peter J. H. Scott15. Pd(IV)-Mediated Fluorination of Arenes with [18F]F– for PET Imaging 139Nathan J. Schauer, Stephen M. Carlin, Hong Ren, and Jacob M. Hooker16. Silicon Fluoride Acceptors (SIFAs) for Peptide and Protein Labeling with 18F 149Ralf Schirrmacher, Alexey Kostikov, Carmen Wängler, Klaus Jurkschat, Vadim Bernard-Gauthier, Esther Schirrmacher, and Björn Wängler17. Solid Phase Synthesis of [18F]-2-Fluoro-2-Deoxy-d-Glucose: A Resin-Linker-Vector (RLV) Approach 163Lynda J. Brown, Imtiaz Khan, Harry J. Wadsworth, Alexander Jackson, Nianchun Ma, Nicolas Millot, Sue M. Champion, Denis R. Bouvet, Alex M. Gibson, and Richard C. D. Brown18. Production and Reaction of [11C]Carbon Disulfide for the Synthesis of [11C]Dithiocarbamates 177Philip W. Miller19. One-Pot, Direct Incorporation of [11CO2] into Carbamates 185Christian K. Moseley and Jacob M. Hooker20. Radiosynthesis of [11C]Carboxamides via Reaction of [11C]CO2 Captured by a Cu(I)-Based Catalyst System with Boronic Acid Ester Precursors 197Patrick J. Riss, Shuiyu Lu, Sanjay Telu, Franklin I. Aigbirhio, and Victor W. Pike21. Ethanol as a Solvent for Carbon-11 Radiochemistry 207Xia Shao, Maria V. Fawaz, Keunsam Jang, and Peter J. H. Scott22. Synthesis and Applications of [11C]Hydrogen Cyanide 233Xia Shao, Melissa E. Rodnick, Allen F. Brooks, and Peter J. H. Scott23. Determination of Radiochemical Purity and Radiochemical Identity of [13N]NH3 Using Thin Layer Chromatography 241Peter A. Rice and Daniel L. YokellAppendix 1: Supplier Information 247Index 253

Peter J. H. Scott is an Assistant Professor in the Department of Radiology at the University of Michigan Medical School (USA), Director of the University of Michigan PET Center (USA) and a member of the Interdepartmental Program in Medicinal Chemistry. Professor Scott edited Linker Strategies in Solid-Phase Organic Synthesis (also from Wiley) and is the series editor for both the Wiley Series on Radiochemical Syntheses and the Wiley Series on Solid Phase Organic Syntheses.

• Contributors xiEditorial Preface xviiAbbreviations xixPART I FLUORINE-18 LABELED RADIOPHARMACEUTICALS 11. Synthesis of (−)-[18F]Flubatine ([18F]FLBT) 3Megan N. Stewart, Brian G. Hockley, and Peter J. H. Scott2. Synthesis of [18F]-(−)Fluoroethoxy Benzovesamicol ([18F]FEOBV) 13Brian G. Hockley, Megan N. Stewart, and Peter J. H. Scott3. Synthesis of [18F]Fluoromethylcholine ([18F]FCH) via [18F]Fluoromethyl Tosylate 21Melissa E. Rodnick, Allen F. Brooks, Brian G. Hockley, Bradford D. Henderson, and Peter J. H. Scott4. Radiosynthesis of [18F]Flotegatide ([18F]RGD-K5) 29Hartmuth C. Kolb, Fanrong Mu, Umesh Gangadharmath, Vani P. Mocharla, Zhihong Zhu, Ashok Chaudhary, and Joseph C. Walsh5. Synthesis of 3-[18F]Fluoro-5-(2-Pyridinylethynyl) Benzonitrile ([18F]FPEB) 41Steven H. Liang, Daniel L. Yokell, Raul N. Jackson, Peter A. Rice, Eli Livni, David Alagille, Gilles Tamagnan, Thomas Lee Collier, and Neil Vasdev6. Radiosynthesis of 2′-Deoxy-2′-[18F]Fluoro-5-Methyl-1-β-d-Arabinofuranosyluracil ([18F]FMAU) 53Kai Chen and Peter S. ContiPART II CARBON-11 LABELED RADIOPHARMACEUTICALS 637. Synthesis of N-[11C]Methyl-4-Piperidinyl Propionate ([11C]PMP) 65Xia Shao and Peter J. H. Scott8. Synthesis of 1-(2,4-Dichlorophenyl)-4-Cyano-5-(4-[11C]methoxyphenyl)-N-(Piperidin-1-yl)-1H-Pyrazole-3-Carboxamide ([11C]OMAR) 73Xia Shao, Keunsam Jang, and Peter J. H. Scott9. Synthesis of Carbon-11 Labeled (+)-4-Propyl-3,4,4a,5,6,10b-Hexahydro-2H-Naphtho[1,2-b][1,4]Oxazin-9-Ol ([11C]-(+)-PHNO) 81Christophe Plisson, Joaquim Ramada-Magalhaes, and Jan Passchier10. Synthesis of (R)-[N-Methyl-11C]PK11195 93Vítor H. Alves, Antero J. Abrunhosa, and Miguel Castelo-BrancoPART III OTHER RADIOPHARMACEUTICALS 10311. Synthesis of Oxygen-15 Water ([15O]H2O) 105David W. Dick and G. Leonard WatkinsPART IV NEW METHODS FOR THE SYNTHESIS AND QUALITY CONTROL OF RADIOPHARMACEUTICALS 11512. Direct, Nucleophilic Radiosynthesis of [18F]Trifluoroethyl Tosylate 117Patrick J. Riss, Waqas Rafique, and Franklin I. Aigbirhio13. Synthesis of [18F]N-Methyl Lansoprazole via Generation of a [18F]Trifluoromethyl Group 123Allen F. Brooks, Melissa E. Rodnick, Garret M. Carpenter, and Peter J. H. Scott14. [18F]Fluorination of (Mesityl)(Aryl)Iodonium Salts 129Naoko Ichiishi, Allen F. Brooks, Joseph J. Topczewski, Melissa E. Rodnick, Melanie S. Sanford, and Peter J. H. Scott15. Pd(IV)-Mediated Fluorination of Arenes with [18F]F– for PET Imaging 139Nathan J. Schauer, Stephen M. Carlin, Hong Ren, and Jacob M. Hooker16. Silicon Fluoride Acceptors (SIFAs) for Peptide and Protein Labeling with 18F 149Ralf Schirrmacher, Alexey Kostikov, Carmen Wängler, Klaus Jurkschat, Vadim Bernard-Gauthier, Esther Schirrmacher, and Björn Wängler17. Solid Phase Synthesis of [18F]-2-Fluoro-2-Deoxy-d-Glucose: A Resin-Linker-Vector (RLV) Approach 163Lynda J. Brown, Imtiaz Khan, Harry J. Wadsworth, Alexander Jackson, Nianchun Ma, Nicolas Millot, Sue M. Champion, Denis R. Bouvet, Alex M. Gibson, and Richard C. D. Brown18. Production and Reaction of [11C]Carbon Disulfide for the Synthesis of [11C]Dithiocarbamates 177Philip W. Miller19. One-Pot, Direct Incorporation of [11CO2] into Carbamates 185Christian K. Moseley and Jacob M. Hooker20. Radiosynthesis of [11C]Carboxamides via Reaction of [11C]CO2 Captured by a Cu(I)-Based Catalyst System with Boronic Acid Ester Precursors 197Patrick J. Riss, Shuiyu Lu, Sanjay Telu, Franklin I. Aigbirhio, and Victor W. Pike21. Ethanol as a Solvent for Carbon-11 Radiochemistry 207Xia Shao, Maria V. Fawaz, Keunsam Jang, and Peter J. H. Scott22. Synthesis and Applications of [11C]Hydrogen Cyanide 233Xia Shao, Melissa E. Rodnick, Allen F. Brooks, and Peter J. H. Scott23. Determination of Radiochemical Purity and Radiochemical Identity of [13N]NH3 Using Thin Layer Chromatography 241Peter A. Rice and Daniel L. YokellAppendix 1: Supplier Information 247Index 253

Peter J. H. Scott is an Assistant Professor in the Department of Radiology at the University of Michigan Medical School (USA), Director of the University of Michigan PET Center (USA) and a member of the Interdepartmental Program in Medicinal Chemistry. Professor Scott edited Linker Strategies in Solid-Phase Organic Synthesis (also from Wiley) and is the series editor for both the Wiley Series on Radiochemical Syntheses and the Wiley Series on Solid Phase Organic Syntheses.

• Contributors xiEditorial Preface xviiAbbreviations xixPART I FLUORINE-18 LABELED RADIOPHARMACEUTICALS 11. Synthesis of (−)-[18F]Flubatine ([18F]FLBT) 3Megan N. Stewart, Brian G. Hockley, and Peter J. H. Scott2. Synthesis of [18F]-(−)Fluoroethoxy Benzovesamicol ([18F]FEOBV) 13Brian G. Hockley, Megan N. Stewart, and Peter J. H. Scott3. Synthesis of [18F]Fluoromethylcholine ([18F]FCH) via [18F]Fluoromethyl Tosylate 21Melissa E. Rodnick, Allen F. Brooks, Brian G. Hockley, Bradford D. Henderson, and Peter J. H. Scott4. Radiosynthesis of [18F]Flotegatide ([18F]RGD-K5) 29Hartmuth C. Kolb, Fanrong Mu, Umesh Gangadharmath, Vani P. Mocharla, Zhihong Zhu, Ashok Chaudhary, and Joseph C. Walsh5. Synthesis of 3-[18F]Fluoro-5-(2-Pyridinylethynyl) Benzonitrile ([18F]FPEB) 41Steven H. Liang, Daniel L. Yokell, Raul N. Jackson, Peter A. Rice, Eli Livni, David Alagille, Gilles Tamagnan, Thomas Lee Collier, and Neil Vasdev6. Radiosynthesis of 2′-Deoxy-2′-[18F]Fluoro-5-Methyl-1-β-d-Arabinofuranosyluracil ([18F]FMAU) 53Kai Chen and Peter S. ContiPART II CARBON-11 LABELED RADIOPHARMACEUTICALS 637. Synthesis of N-[11C]Methyl-4-Piperidinyl Propionate ([11C]PMP) 65Xia Shao and Peter J. H. Scott8. Synthesis of 1-(2,4-Dichlorophenyl)-4-Cyano-5-(4-[11C]methoxyphenyl)-N-(Piperidin-1-yl)-1H-Pyrazole-3-Carboxamide ([11C]OMAR) 73Xia Shao, Keunsam Jang, and Peter J. H. Scott9. Synthesis of Carbon-11 Labeled (+)-4-Propyl-3,4,4a,5,6,10b-Hexahydro-2H-Naphtho[1,2-b][1,4]Oxazin-9-Ol ([11C]-(+)-PHNO) 81Christophe Plisson, Joaquim Ramada-Magalhaes, and Jan Passchier10. Synthesis of (R)-[N-Methyl-11C]PK11195 93Vítor H. Alves, Antero J. Abrunhosa, and Miguel Castelo-BrancoPART III OTHER RADIOPHARMACEUTICALS 10311. Synthesis of Oxygen-15 Water ([15O]H2O) 105David W. Dick and G. Leonard WatkinsPART IV NEW METHODS FOR THE SYNTHESIS AND QUALITY CONTROL OF RADIOPHARMACEUTICALS 11512. Direct, Nucleophilic Radiosynthesis of [18F]Trifluoroethyl Tosylate 117Patrick J. Riss, Waqas Rafique, and Franklin I. Aigbirhio13. Synthesis of [18F]N-Methyl Lansoprazole via Generation of a [18F]Trifluoromethyl Group 123Allen F. Brooks, Melissa E. Rodnick, Garret M. Carpenter, and Peter J. H. Scott14. [18F]Fluorination of (Mesityl)(Aryl)Iodonium Salts 129Naoko Ichiishi, Allen F. Brooks, Joseph J. Topczewski, Melissa E. Rodnick, Melanie S. Sanford, and Peter J. H. Scott15. Pd(IV)-Mediated Fluorination of Arenes with [18F]F– for PET Imaging 139Nathan J. Schauer, Stephen M. Carlin, Hong Ren, and Jacob M. Hooker16. Silicon Fluoride Acceptors (SIFAs) for Peptide and Protein Labeling with 18F 149Ralf Schirrmacher, Alexey Kostikov, Carmen Wängler, Klaus Jurkschat, Vadim Bernard-Gauthier, Esther Schirrmacher, and Björn Wängler17. Solid Phase Synthesis of [18F]-2-Fluoro-2-Deoxy-d-Glucose: A Resin-Linker-Vector (RLV) Approach 163Lynda J. Brown, Imtiaz Khan, Harry J. Wadsworth, Alexander Jackson, Nianchun Ma, Nicolas Millot, Sue M. Champion, Denis R. Bouvet, Alex M. Gibson, and Richard C. D. Brown18. Production and Reaction of [11C]Carbon Disulfide for the Synthesis of [11C]Dithiocarbamates 177Philip W. Miller19. One-Pot, Direct Incorporation of [11CO2] into Carbamates 185Christian K. Moseley and Jacob M. Hooker20. Radiosynthesis of [11C]Carboxamides via Reaction of [11C]CO2 Captured by a Cu(I)-Based Catalyst System with Boronic Acid Ester Precursors 197Patrick J. Riss, Shuiyu Lu, Sanjay Telu, Franklin I. Aigbirhio, and Victor W. Pike21. Ethanol as a Solvent for Carbon-11 Radiochemistry 207Xia Shao, Maria V. Fawaz, Keunsam Jang, and Peter J. H. Scott22. Synthesis and Applications of [11C]Hydrogen Cyanide 233Xia Shao, Melissa E. Rodnick, Allen F. Brooks, and Peter J. H. Scott23. Determination of Radiochemical Purity and Radiochemical Identity of [13N]NH3 Using Thin Layer Chromatography 241Peter A. Rice and Daniel L. YokellAppendix 1: Supplier Information 247Index 253