Optimized synthesis of [3-15N]-labeled uridine phosphoramidites

Tetrahedron Letters

Volumn 50, Issue 42, 2009, Pages 5850-5852

  Baral, Bharat ^a   Kumar, Pawan ^a,b   Anderson, Brooke A ^a   Østergaard, Michael E ^a   Sharma, Pawan K ^b   Hrdlicka, Patrick J ^a  

^a UNIVERSITY OF IDAHO   (United States)

^b KURUKSHETRA UNIVERSITY   (India)

Author keywords

Isotope labels; NMR; Nucleoside; Phosphoramidite; Ribonucleotides

Indexed keywords

NITROGEN 15; PHOSPHORAMIDIC ACID DERIVATIVE; RNA; URIDINE DERIVATIVE;

ARTICLE; ISOTOPE LABELING; REACTION ANALYSIS; REACTION OPTIMIZATION; SYNTHESIS;

EID: 69249234755     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2009.08.003     Document Type: Article

References (21)

1. Das S.R., Fong R., and Piccirilli J. Curr. Opin. Chem. Biol. 9 (2005) 585-593
2. Ariza X., Bou V., and Vilarrasa J. J. Am. Chem. Soc. 117 (1995) 3665-3673
3. Zhao H., Pagano A.R., Wang W., Shallop A., Gaffney B.L., and Jones R.A. J. Org. Chem. 62 (1997) 7832-7835
4. Zhang X., Gaffney B.L., and Jones R.A. J. Am. Chem. Soc. 120 (1998) 615-618
5. Saito Y., Nyilas A., and Agrofoglio L.A. Carbohydr. Res. 331 (2001) 83-90
6. Wnuk S.F., Chowdhury S.M., Garcia Jr. P.I., and Robins M.J. J. Org. Chem. 67 (2002) 1816-1819
7. Wenter P., and Pitsch S. Helv. Chim. Acta 86 (2003) 3955-3974
8. Bdour H.M., Kao J.L.-F., and Taylor J.-S. J. Org. Chem. 71 (2006) 1640-1646
9. Wenter P., Bodenhausen G., Dittmer J., and Pitsch S. J. Am. Chem. Soc. 128 (2006) 7579-7587
10. Wenter P., Reymond L., Auweter S.D., Allain F.H.-T., and Pitsch S. Nucleic Acids Res. 34 (2006) e79
11. Dai Q., Frederiksen J.K., Anderson V.E., Harris M.E., and Piccirilli J. J. Org. Chem. 73 (2008) 309-311
12. Stancik A.L., and Brauns E.B. Biochemistry 47 (2008) 10834-10840
13. Pitsch S., Weiss P.A., Jenny L., Stutz A., and Wu X. Helv. Chim. Acta 84 (2001) 3773-3795
14. Müller S., Wolf J., and Ivanov S.A. Curr. Org. Synth. 1 (2004) 293-307
15. Ariza X., Farras J., Serra C., and Vilarrasa J. J. Org. Chem. 62 (1997) 1547-1549
16. Hakimelahi G.H., Proba Z.A., and Ogilvie K.K. Tetrahedron Lett. 22 (1981) 5243-5246
17. Hakimelahi G.H., Proba Z.A., and Ogilvie K.K. Can. J. Chem. 60 (1982) 1106-1113
18. Laduree D., Fosey C., Delbederi Z., Sugeac E., Schmidt S., Laumond G., and Aubertin A.M.J. Enzyme Inhib. Med. Chem 20 (2005) 533-549
19. Yeom C.-E., Lee S.Y., Kim Y.J., and Kim B.M. Synlett 10 (2005) 1527-1530
20. Serra C., Aragones C., Bessa J., Farras J., and Vilrrasa J. Tetrahedron Lett. 39 (1998) 7575-7578
21. Serra C., Farras J., and Vilrrasa J. Tetrahedron Lett. 40 (1999) 9111-9113