Synthesis of 5-Radioiodoarabinosyl Uridine Analog
J. Chin. Chem. Soc., Vol. 54, No. 2, 2007 567
Mp: 224-226 °C , [lit.37, 224-227°C], C9H11IN2O6, calcd: C
29.21, H 3.00, N 7.57; found: C 29.09, H 3.40, N 7.32. anal.
C9H11IN2O6, MW: 370.1, ESI+Q-TOF MS, M = 370.0
(m/z); [M+H]+ = 371.1, [M+NH4]+ = 388.0, [M+Na]+ =
393.0, [2M+H]+ = 741.0, [2M+NH4]+ = 758.1, [2M+Na]+ =
Haubner, R.; Linke, W.; Lehner, T.; Epple, P.; Anton, M.;
Schwaiger, M.; Bengl, F. M. J. Nucl. Med. 2005, 46, 98-105.
12. Soghomonyan, S. A.; Doubrovin, M.; Pike, J.; Luo, X.;
Ittensohn, M.; Runyan, J. D.; Balatoni, J.; Finn, R.; Tjuvajev,
J. G.; Blasberg, R.; Bermudes, D. Cancer Gene Ther. 2005,
12, 101-108.
1
763.0, [3M+NH4]+ = 1128.1, [3M+Na]+ = 1133.0; H-
13. Wen, B. X.; Burgman, P.; Zanzonico, P. J.; O’Donoghue, J.;
Cai, S. D.; Finn, R.; Serganova, I.; Blasberg, R.; Gelovani, J.;
Li, G. C.; Ling, C. C. Eur. J. Nucl. Med. Mol. Imaging 2004,
31, 1530-1538.
NMR (500 MHz, CD3OD): 3.77 (dd, J5¢a,4¢ = 4.5, J5¢a,5¢b
=
12.0 Hz, 1H, H5¢a), 3.83 (dd, J5¢b,4¢ = 4.0, J5¢b,5¢a = 12.0 Hz,
1H, H5¢b), 3.90 (ddd, J4¢,3¢ = 3.5, J4¢,5¢b = 4.0, J4¢,5¢a = 4.5 Hz,
1H, H4¢), 4.06 (dd, J3¢,2¢ = 3.0, J3¢,4¢ = 3.5 Hz, 1H, H3¢), 4.14
(dd, J2¢,3¢ = 3.0, J2¢,1¢ = 4.5 Hz, 1H, H2¢), 6.10 (d, J1¢,2¢ = 4.5
Hz, 1H, H1¢), 8.27 (s, 1H, H6).
14. Yu, C.-S.; Chiang, L.-W.; Wu, C.-H.; Hsu, Z-K.; Lee, M.-H.;
Pan, S.-D.; Pei, K. Synthesis 2006, 3835-3840.
15. Yu, C.-S.; Chiang, L.-W.; Wu, C.-H.; Wang, R.-T.; Chen,
S.-W.; Wang, H.-Y.; Yeh, C.-H. Nucl. Med. Biol. 2006, 33,
367-370.
ACKNOWLEDGMENTS
16. Yu, C.-S.; Wu, C.-H.; Chiang, L.-W.; Wang, R.-T; Wang,
H.-Y.; Yeh, C.-H.; Lin, K.-I. Chem. Lett. 2005, 34, 1390-
1391.
We thank the National Science Council, Taiwan, for
the support of this work (NSC-94-2113-M-007-005).
17. Yu, C.-S.; Eisenbarth, J.; Runz, A.; Weber, K.; Zeisler, S.;
Oberdorfer, F. J. Label Compd. Radiopharm. 2003, 46,
421-439.
18. Yu, C.-S.; Oberdorfer, F. Nucleos. Nucleot. Nucl. 2003, 22,
71-84.
Received June 19, 2006.
19. Yu, C.-S.; Oberdorfer, F. Synlett 2000, 86-88.
20. Yu, C.-S.; Oberdorfer, F. Synthesis 1999, 2057-2064.
21. Kusumoto, S.; Fukase, K.; Oikawa, M.; Suda, Y. J. Chin.
Chem. Soc. 2002, 49(4), 453-458.
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