Synthesis of the positron-emitting radiotracer [(18)F]-2-fluoro-2-deoxy-D-glucose from resin-bound perfluoroalkylsulfonates.
A new approach to the synthesis of 2-fluoro-2-deoxy-d-glucose (FDG, [(19/18)F]-) is described, which employs supported perfluoroalkylsulfonate precursors , where the support consists of insoluble polystyrene resin beads. Treatment of these resins with [(19)F]fluoride ion afforded protected FDG [(19)F]- as the major product, and the identities of the main byproducts were determined. Acidic removal of the acetal protecting groups from [(19)F]- was shown to produce [(19)F]FDG. The method has been applied to the efficient radiosynthesis of the imaging agent [(18)F]FDG, and was shown to produce the radiochemical tracer in good radiochemical yield (average 73%, decay corrected).
Brown
Lynda J
LJ
School of Chemistry, University of Southampton, Highfield, Southampton, UKSO17 1BJ.
Ma
Nianchun
N
Bouvet
Denis R
DR
Champion
Sue
S
Gibson
Alex M
AM
Hu
Yulai
Y
Jackson
Alex
A
Khan
Imtiaz
I
Millot
Nicolas
N
Topley
Amy C
AC
Wadsworth
Harry
H
Wynn
Duncan
D
Brown
Richard C D
RC
D000180:Acrylic Resins / Q000737:chemistry*; D017738:Alkanesulfonic Acids / Q000737:chemistry*; D005459:Fluorides / Q000737:chemistry; D019788:Fluorodeoxyglucose F18 / Q000138:chemical synthesis*; D011854:Radiochemistry
D000180:Acrylic Resins; D017738:Alkanesulfonic Acids; D019788:Fluorodeoxyglucose F18; D005459:Fluorides