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An efficient, one‐pot synthesis of 2‐deoxy‐2‐[ 18 F]fluoroacetamido‐D‐glucopyranose ( N ‐[ 18 F]fluoroacetyl‐D‐glucosamine), potential diagnostic imaging agent
Author(s) -
Tada Masao,
Oikawa Atsushi,
Iwata Ren,
Fujiwara Takehiko,
Kubota Kazuo,
Matsuzawa Taiju,
Sugiyama Hiroshi,
Ido Tatsuo,
Ishiwata Kiichi,
Sato Tachio
Publication year - 1989
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580271111
Subject(s) - chemistry , d glucopyranose , glucosamine , yield (engineering) , nuclear chemistry , fluoride , hydrolysis , halogen , chemical synthesis , radiochemistry , stereochemistry , organic chemistry , inorganic chemistry , metallurgy , in vitro , biochemistry , materials science , alkyl
Abstract A rapid, one‐pot synthesis of 2‐deoxy‐2‐[ 18 F]fluoroacetamido‐D‐glucopyranose ( N ‐[ 18 F]fluoroacetyl‐D‐glucosamine) ( 1 ) starting from [ 18 F]fluoride and ethyl bromoacetate is described. The synthesis was accomplished by a combination of halogen exchange, alkaline hydrolysis, and condensation. [ 18 F]Fluoride was produced by the 18 O (p, n) 18 F nuclear reaction using the cyclotron. The total synthesis time, the radiochemical yield, and purity of ( 1 ) are ca . 90 min, ca . 9.1%, and >98%, respectively. Sugar ( 1 ) showed the diagnostic tumor‐imaging activity.