Further Radiopharmaceuticals for Positron Emission Tomography and New Strategies for Their Production, Volume 2

by Peter J. H. Scott (Editor), Michael R. Kilbourn (Editor)

Overview

This book describes methods and procedures for preparing PET radiopharmaceuticals, and highlights new methods for conducting radiochemical reactions with carbon-11 (C11) and fluorine-18 (F18), which are two of the most commonly used radionuclides in positron emission tomography (PET) imaging.

•    Provides reliable methods for radiochemical syntheses and reactions, including all essential information to duplicate the procedure
•    Eliminates the time-consuming process of searching journal articles and extracting pertinent details from lengthy experimental sections or supporting information
•    Focuses on an emerging and important area for pharmaceutical and medical applications
•    Encompasses technical, regulatory, and application aspects
•    Includes solid-phase radiochemistry, transition-metal catalyzed radiochemistry, microfluidics, click chemistry, green radiochemistry and new strategies for radiopharmaceutical quality control

Product Details

ISBN-13:	9781118237847
Publisher:	Wiley
Publication date:	06/08/2015
Series:	Wiley Series on Radiochemical Syntheses , #2
Pages:	288
Product dimensions:	6.40(w) x 9.30(h) x 0.80(d)

About the Author

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.

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Table of Contents

Contributors xi

Editorial Preface xvii

Abbreviations xix

Part I Fluorine-18 Labeled Radiopharmaceuticals 1

1 Synthesis of (-)-[¹⁸]Flubatine ([¹⁸F]FLBT) Megan N. Stewart Brian G. Hockley Peter J. H. Scott 3

2 Synthesis of [¹⁸F]-(-)Fluoroethoxy Benzovesamicol ([¹⁸FEOBV) Brian G. Hockley Megan N. Stewart Peter J. H. Scott 13

3 Synthesis of [¹⁸F]Fluoromethylcholine ([¹⁸FCH) VIA [¹⁸F]Fluoromethyl Tosylate Melissa E. Rodnick Allen F. Brooks Brian G. Hockley Bradford D. Henderson Peter J. H. Scott 21

4 Radiosynthesis of [¹⁸F]Flotegatide ([¹⁸F]RGD-K5) Hartmuth C. Kolb Fanrong Mu Umesh Gangadharmath Vani P. Mockarla Zhihong Zhu Ashok Chaudhary Joseph C. Walsh 29

5 Synthesis of 3-[¹⁸F]Fluoro-5-(2-Pyridinylethynyl) Benzonitrile ([¹⁸F]FPEB) Steven H. Liang Daniel L. Yokell Raul N. Jackson Peter A. Rice Eli Livni David Alagille Gilles Tamagnan Thomas Lee Collier Neil Vasdev 41

6 Radiosynthesis of 2'-Deoxy-2'-[¹⁸F]Fluoro-5-Methyl-1-β-D-Arabinofuranosyluracil ([¹⁸F]FMAU) Kai Chen Peter S. Conti 53

Part II Carbon-11 Labeled Radiopharmaceuticals 63

7 Synthesis of N-[¹¹C]Methyl-4-Piperidinyl Propionate ([¹¹C]PMP) Xia Shao Peter J. H. Scott 65

8 Synthesis of 1-(2,4-Dichlorophenyl)-4-Cyano-5-(4-[¹¹C]Methoxyphenyl)-N-(Piperidin-1-YL)-1H-Pyrazole-3-Carboxamide ([¹¹C]OMAR) Xia Shao Keunsam Jang Peter J. H. Scott 73

9 Synthesis Ofcarbon-11 Labeled (+)-4-Propyl-3,4,4A,5,6, 10B-Hexahydro-2H-Naphtho[1,2-B] [1,4]Oxazin-9-OL ([¹¹C]-(+)-PHNO) Christophe Plisson Joaquim Ramada-Magalhaes Jan Passchier 81

10 Synthesis of (R)-[N-Methyl-¹¹]PK11195 Vitor H. Alves Antero J. Abrunhosa Miguel Castelo-Branco 93

Part III Other Radiopharmaceuticals 103

11 Synthesis of Oxygen-15 Water ([¹⁵O]H₂O) David W. Dick G. Leonard Watkins 105

Part IV New Methods for the Synthesis and Quality Control of Radiopharmaceuticals 115

12 Direct, Nucoleophilic Radiosynthesis of [¹⁸F]Trifluoroethyl Tosylate Patrick J. Riss Waqas Rafique Franklin I. Aigbirhio 117

13 Synthesis of [¹⁸F]N-Methyl Lansoprazole Via Generation of a [¹⁸F]Trifluoromethyl group Allen F. Brooks Melissa E. Rodnick Garret M. Carpenter Peter J. H. Scott 123

14 [¹⁸F]Fluorination of (Mesityl)(Aryl)Iodonium Salts Naoko Ichiishi Allen F. Brooks Joseph J. Topczewski Melissa E. Rodnick Melanie S. Sanford Peter J. H. Scott 129

15 Pd(IV)-Mediated Fluorination of Arenes with [¹⁸F]F-for PET Imaging Nathan J. Schauer Stephen M. Carlin Hong Ren Jacob M. Hooter 139

16 Silicon Fluoride Acceptors (SIFAs) for Peptide and Protein Labeling with ¹⁸F Ralf Schimnacher Alexey Kostikov Carmen Wängler Klaus Jurkschat Vadim Bernard-Gauthier Esther Schirrmacher Björn Wängler 149

17 Solid Phase Synthesis of [¹⁸F]-2-Fluoro-2-Deoxy-D-Glucose: A Resin-Linker-Vector (RLV) Approach Lynda J. Brown Imtiaz Khan Harry J. Wadsworth Alexander Jackson Nianchun Ma Nicolas Millot Sue M. Champion Denis R. Bouvet Alex M. Gibson Richard C. D. Brown 163

18 Production and Reaction of [¹¹C]Carbon Disulfide for the Synthesis of [¹¹IC]Dithiocarbamates Philip W. Miller 177

19 One-Pot, Direct Incorporation of [¹¹CO₂] into Carbamates Christian K. Moseley Jacob M. Hooker 185

20 Radiosynthesis of [¹¹C]Carboxamides Via Reaction Of [¹¹C]CO₂ Captured by a CU(I)-Based Catalyst System with Boronic Acid Ester Precursors Patrick J. Riss Shuiyu Lu Sanjay Telu Franklin J. Aigbirhio Victor W. Pike 197

21 Ethanol as a Solvent for Carbon-11 Radiochemsitry Xia Shao Maria V. Fawaz Keunsam Jang Peter J.H. Scott 207

22 Synthesis and Applications of [¹¹C]Hydrogen Cyanide Xia Shao Melissa E. Rodnick Allen F. Brooks Peter J. H. Scott 233

23 Determination of Radiochemical Purity and Radiochemcial Identity of [¹³N]NH₃ Using thin Layer Chromatography Peter A. Rice Daniel L. Yokell 241

Appendix 1 Supplier Information 247

Index 253