TY - JOUR
T1 - Synthesis of 2′-deoxy-2′-fluoro-1-β-D-arabinofuranosyl uracil derivatives
T2 - A method suitable for preparation of [18F]-labeled nucleosides
AU - Alauddin, Mian M.
AU - Conti, Peter S.
AU - Fissekis, John D.
AU - Watanabe, Kyoihci A.
N1 - Funding Information:
The authors wish to thank Mr. Allan D. Kershaw for assisting with the NMR spectra. This work was supported by the National Cancer Institute grant CA 72896.
PY - 2002
Y1 - 2002
N2 - N-glycosylation of 2,4-bis-O-(trimethylsilyl)-pyrimidine bases with 2-deoxy-2-fluoro-3,5-di-O-benzoyl-l-(Br, OBz)-α-D-arabinose derivatives are reported. 1-Bromo-arabinose provides high yield and a favorable anomeric ratio (β/α) of pyrimidine nucleoside in either MeCN or CH2Cl-CH2Cl. This method should be suitable for the synthesis of 2′-deoxy-2′-[18F]fluoro-1-β-D -arabinofuranosyluracil derivatives.
AB - N-glycosylation of 2,4-bis-O-(trimethylsilyl)-pyrimidine bases with 2-deoxy-2-fluoro-3,5-di-O-benzoyl-l-(Br, OBz)-α-D-arabinose derivatives are reported. 1-Bromo-arabinose provides high yield and a favorable anomeric ratio (β/α) of pyrimidine nucleoside in either MeCN or CH2Cl-CH2Cl. This method should be suitable for the synthesis of 2′-deoxy-2′-[18F]fluoro-1-β-D -arabinofuranosyluracil derivatives.
UR - http://www.scopus.com/inward/record.url?scp=0036291066&partnerID=8YFLogxK
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U2 - 10.1081/SCC-120004272
DO - 10.1081/SCC-120004272
M3 - Article
AN - SCOPUS:0036291066
SN - 0039-7911
VL - 32
SP - 1757
EP - 1764
JO - Synthetic Communications
JF - Synthetic Communications
IS - 11
ER -