Aqueous trifluoroacetic acid—an efficient reagent for exclusively cleaving the 5′-end of 3′,5′-TIPDS protected ribonucleosides

Author:

Zhu Xue-Feng,Williams Howard J,Scott A.Ian

Publisher

Elsevier BV

Subject

Organic Chemistry,Drug Discovery,Biochemistry

Reference12 articles.

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3. (a) Markiewicz, W. T. J. Chem. Res. (S) 1979, 24–25. (b) Markiewicz, W. T.; Padyukova, N. S.; Samek, Z.; Smrt, J. Collect. Czech. Chem. Commun. 1980, 45, 1860–1865.

4. (a) Robins, M. J.; Wilson, J. S. J. Am. Chem. Soc. 1981, 103, 932–933. (b) Robins, M. J.; Wilson, J. S.; Hansske, F. J. Am. Chem. Soc. 1983, 105, 4059–4065. (c) Hagen, M. D.; Scalfi-Happ, C.; Happ, E.; Chládek, S. J. Org. Chem. 1988, 53, 5040–5045. (d) Krawczyk, S. H.; Bernier-Rodriguez, M.; Nassiri, M. R.; Kern, E. R.; Wotring, L. L.; Drach, J. C.; Townsend, L. B. J. Med. Chem. 1990, 33, 3160–3169. (e) McCarthy, J. R.; Matthews, D. P.; Stemerick, D. M.; Huber, E. W.; Bey, P.; Lippert, B. J.; Snyder, R. D.; Sunkara, P. S. J. Am. Chem. Soc. 1991, 113, 7439–7440. (f) Khazanchi, R.; Yu, P.-L.; Johnson, F. J. Org. Chem. 1993, 58, 2552–2556. (g) Kaneko, S.; Kawabata, Y.; Ishii, T.; Gama, Y.; Kusakabe, I. Carbohydr. Res. 1995, 268, 307–311. (h) Karpeisky, A.; Gonzalez, C.; Burgin, A. B.; Beigelman, L. Tetrahedron Lett. 1998, 39, 1131–1134. (i) Nishizono, N.; Sumita, Y.; Ueno, Y.; Matsuda, A. Nucleic Acids Res. 1998, 26, 5067–5072. (j) Wang, G.; Girardet, J.-L.; Gunic, E. Tetrahedron 1999, 55, 7707–7724.

5. (a) Ziegler, T.; Eckhardt, E.; Neumann, K.; Birault, V. Synthesis 1992, 1013–1017. (b) Ziegler, T.; Eckhardt, E. Tetrahedron Lett. 1992, 33, 6615–6618. (c) Krog-Jensen, C.; Oscarson, S. Carbohydr. Res. 1998, 308, 287–296.

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