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An investigation on stereospecific fluorination at the 2'-arabino-position of a pyrimidine nucleoside: radiosynthesis of 2'-deoxy-2'-[(18)F]fluoro-5-methyl-1-β-D-arabinofuranosyluracil.
MedLine Citation:
PMID:  23316091     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
Direct fluorination at the 2'-arabino-position of a pyrimidine nucleoside has been a long-standing challenge, yet we recently reported such a stereospecific fluorination for the first time in the synthesis of [(18)F]FMAU, albeit in low yields. Herein we report the results of an investigation on stereospecific fluorination on a variety of precursors for synthesis of [(18)F]FMAU. Several precursors were synthesized in multiple steps and fluorination was performed at the 2'-arabino position using K[(18)F]/kryptofix 2.2.2. All precursors produced [(18)F]FMAU in low yields.
Authors:
Nashaat Turkman; Vincenzo Paolillo; Juri G Gelovani; Mian M Alauddin
Publication Detail:
Type:  JOURNAL ARTICLE    
Journal Detail:
Title:  Tetrahedron     Volume:  68     ISSN:  0040-4020     ISO Abbreviation:  Tetrahedron     Publication Date:  2012 Dec 
Date Detail:
Created Date:  2013-1-14     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  2984170R     Medline TA:  Tetrahedron     Country:  -    
Other Details:
Languages:  ENG     Pagination:  10326-10332     Citation Subset:  -    
Affiliation:
Department of Experimental Diagnostic Imaging, The University of Texas MD Anderson Cancer Center, Houston, TX, USA.
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