Radiochemical Syntheses – Radiopharmaceuticals for Positron Emission Tomography V1

Peter J. H. Scott is an Assistant Professor in the Department of Radiology at the University of Michigan Medical School. Dr. Scott edited Linker Strategies in Solid-phase Organic Synthesis (also from Wiley) and is the series editor for the Wiley Series on Solid Phase Organic Syntheses . Brian G. Hockley is Radiopharmaceutical Quality Manager at the University of Michigan Medical School, where he works with Michael Kilbourn on radiopharmaceutical research and development. Mr. Hockley has co-authored several articles and a chapter in Linker Strategies in Solid-phase Organic Synthesis (also from Wiley).

Contributors ix Foreword xvii Preface xix Abbreviations xxi Part 1: Fluorine-18 Labeled Radiopharmaceuticals 1 Chapter 1: Synthesis of [ 18 F]Fluorodeoxyglucose ([ 18 F]FDG) 3 Michelle Richards and Peter J. H. Scott Chapter 2: Synthesis of [ 18 F]Sodium Fluoride ([ 18 F]NaF) 15 Brian Hockley and Peter J. H. Scott Chapter 3: Radiosynthesis of 3'-Deoxy-3'-[ 18 F]Fluorothymidine ([ 18 F]FLT) 21 Hartmuth C. Kolb, Henry Padgett, Steve Zigler, Jim Patanella, Fanrong Mu, Umesh Gangadharmath, Vani P. Mocharla, Peter J. H. Scott+ and Joseph C. Walsh Chapter 4: Synthesis of [ 18 F]Fluoroazomycin arabinoside ( 18 F-FAZA) 31 Brian G. Hockley and Peter J. H. Scott Chapter 5: Synthesis of [ 18 F]Fluoromisonidazole (1-(2-Hydroxy-3-[ 18 F]fluoropropyl)-2-nitroimidazole, [ 18 F]FMISO) 41 Patrick J. Riss, Valentina Ferrari, Robbie Bielik, Roberto Canales-Candela, Rob Smith, and Franklin I. Aigbirhio Chapter 6: Synthesis of [ 18 F]FPPRGD2 51 Shuanglong Liu, Frederick T. Chin, Zhen Cheng and Xiaoyuan Chen Chapter 7: Synthesis of [ 18 F]Fluorocholine ([ 18 F]FCH) 61 David Kryza Chapter 8: Clinical Manufacturing of [ 18 F]-16-a-Fluoroestradiol ([ 18 F]FES) 69 Piyush Kumar and John R. Mercer Chapter 9: Synthesis of N -Succinimidyl 4-[ 18 F]Fluorobenzoate ([ 18 F]SFB) 81 Xia Shao Chapter 10: synthesis of 4-(2'-Methoxyphenyl)-1-[2'-( N -2"-pyridinyl)- p -[ 18 F]fluorobenzamido]ethylpiperazine ([ 18 F]MPPF) 87 Marion Alvarez and Didier Le Bars Chapter 11: Synthesis of [ 18 F]Fallypride 95 Laurent Brichard, Valentina Ferrari, Rob Smith, and Franklin I. Aigbirhio Chapter 12: Synthesis of [ 18 F]Fluoroethyltyrosine ([ 18 F]FET) 103 Y. Zhao, A. Alfteimi and M. Zuhayra Chapter 13: Synthesis of [ 18 F]Flumazenil ([ 18 F]FZ) 111 Ralf Schirrmacher, Alexey Kostikov, Gassan Massaweh, Miriam Kovacevic, Carmen Wangler, Alexander Thiel Chapter 14: Synthesis of 6-[ 18 F]Fluorodopamine (6-[ 18 F]FDA) 125 Michael A. Channing, John L. Musachio, and Jozef J. Kusmierz Chapter 15: Synthesis of 2-([ 18 F]fluoro)-3-[(2S)-2-Azetidinylmethoxy]Pyridine ([ 18 F]2FA) 139 Hayden T. Ravert, Daniel P. Holt and Robert F. Dannals Chapter 16: Synthesis of [ 18 F]-Substance-P Antagonist-receptor Quantifier ([ 18 F]SPA-RQ) 155 Sofie Celen, Kim Serdons, Tjibbe de Groot, Terence G. Hamill, and Guy Bormans Part 2: Carbon-11 Labeled Radiopharmaceuticals 167 Chapter 17: SYNTHESIS OF [ 11 C]-Choline Chloride ([ 11 C]CHL) 169 Brian G. Hockley, Bradford Henderson and Xia Shao Chapter 18: Synthesis of 2-(4-N-[ 11 C]methylaminophenyl)-6-hydroxybenzothiazole ([ 11 C]6-OH-BTA-1; [ 11 C]PIB) 177 Cecile Philippe, Markus Mitterhauser and Wolfgang Wadsak Chapter 19: Synthesis of [ 11 C]-Meta-hydroxyephedrine ([ 11 C]MHED) 191 Filippo Lodi, Assunta Carpinelli, Claudio Malizia and Stefano Boschi Chapter 20: Synthesis of L -[ methyl - 11 C]Methionine ([ 11 C]MET) 199 Amy L. Vavere and Scott E. Snyder Chapter 21: Synthesis of (+)-alpha-[ 11 C]-Dihydrotetrabenazine ([ 11 C]DTBZ) 213 Michael R. Kilbourn Chapter 22: Synthesis of [ 11 C]Flumazenil([ 11 C]FMZ) 221 Roberto Canales-Candela, Patrick J. Riss and Franklin I. Aigbirhio Chapter 23: Synthesis of [ 11 C]-Hexadecanoic Acid ([ 11 C]Palmitic Acid) 233 Adam C. Runkle, Xia Shao and Peter J. H. Scott Chapter 24: Synthesis of [ O -Methyl- 11 C]Metomidate ([ 11 C]MTO) 245 Istvan. Boros and Franklin I. Aigbirhio Chapter 25: Synthesis of [ 11 C]Carfentanil ([ 11 C]CFN) 257 Louis Tluczek and Xia Shao Chapter 26: Synthesis of [ carbonyl - 11 C]WAY-100635 265 J. D. Andersson, S. Nag, R. Krasikova, V.W. Pike and C. Halldin Chapter 27: Synthesis of [ 11 C]Raclopride 275 Xia Shao Chapter 28: Synthesis of 3-Amino-4-[2-( N -Methyl- N -[ 11 C]Methyl-Amino-Methyl)Phenylsulfanyl]-Benzonitrile ([ 11 C]DASB) 285 Daniela Haeusler, Markus Mitterhauser and Wolfgang Wadsak Chapter 29: Synthesis of [ 11 C]Acetate 297 Filippo Lodi, Claudio Malizia and Stefano Boschi Chapter 30: Synthesis of N -(2-[ 11 C]Methoxybenzyl)- N -(4-Phenoxypyridin-3-yl)Acetamide ([ 11 C]PBR28) 305 Qi-Huang Zheng, Min Wang and Bruce H. Mock Part 3: Other Radiopharmaceuticals 313 Chapter 31: Synthesis of [ 13 N]Ammonia ([ 13 N]NH 3 ) 315 Peter J. H. Scott Chapter 32: Synthesis of [ 68 Ga]Gallium DOTA-(TYR3)-Octreotide Acetate ([ 68 Ga]DOTATOC) 321 Harald Eidherr, Friedrich Girschele, Markus Mitterhauser and Wolfgang Wadsak Appendix 1: Supplier Information 335 Index 339