Selective cleavage of the O6-diphenylcarbamoyl group from sugar-modified guanosines for incorporation into oligo-RNA

Tetrahedron Letters

Volumn 40, Issue 40, 1999, Pages 7283-7284

  Földesi, András ^a   Trifonova, Anna ^a   Dinya, Zoltán ^a,b   Chattopadhyaya, Jyoti ^a  

^a UPPSALA UNIVERSITY   (Sweden)

^b UNIVERSITY OF DEBRECEN   (Hungary)

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL; GUANOSINE DERIVATIVE; OLIGONUCLEOTIDE; PYRIDINE; SODIUM DERIVATIVE; TRIFLUOROACETIC ACID;

ARTICLE; CHEMICAL MODIFICATION; PARTIAL DRUG SYNTHESIS;

EID: 0033214358     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)01524-5     Document Type: Article

References (21)

1. Beaucage, S.L.; Iyer, R. P. Tetrahedron 1992, 48, 2223.
2. (a) Földesi, A.; Nilson, F. P. R.; Glemarec, C; Gioeli, C.; Chattopadhyaya, J. Tetrahedron 1992, 48, 9033.
3. (b) Földesi, A.; Yamakage, S.-I.; Nilson, F. P. R.; Maltseva, T. V.; Chattopadhyaya, J. Nucleic Acids Res. 1996, 24, 1187.
4. (c) Földesi, A.; Maltseva, T. V.; Dinya. Z.; Chattopadhyaya, J. Tetrahedron 1998, 54, 14487.
5. (d) Trifonova, A.; Földesi, A.; Dinya, Z.; Chattopadhyaya, J. Tetrahedron 1999, 55, 4747.
6. (e) Kline, P. C.; Serianni, A. S. Magn. Reson. Chem. 1988, 26, 120.
7. (a) Sekine, T.; Kawashima, E.; Ishido, Y. Tetrahedron Lett. 1996, 37, 7757.
8. (b) Milecki, J.; Zamaratski, E.; Maltseva, T. V.; Földesi, A.; Adamiak, R. W.; Chattopadhyaya, J. Tetrahedron 1999, 55, 6603.
9. (c) Chanteloup, L.; Beau, J.-M. Tetrahedron Lett. 1992, 33, 5347.
10. Földesi, A.; Maltseva, T. V.; Chattopadhyaya, J. Nucleosides & Nucleotides in press.
11. Debart, F.; Rayner, B.; Degols, G.; Imbach, J.-L. Nucleic Acids Res. 1992, 20, 1193.
12. Moyroud, E.; Strazewski, P. Tetrahedron 1999, 55, 1277.
13. (a) Jenny, T. F.; Benner, S. A. Tetrahedron Lett. 1992, 33, 6619.
14. (b) Jenny, T. F.; Schneider, K. C.; Benner, S. A. Nucleosides & Nucleotides 1992, 11, 1257.
15. (c) Jenny, T. F.; Horlacher, J.; Previsani, N.; Benner, S. A. Helv. Chimica Acta 1992, 75, 1944.
16. Perbost, M.; Lucas, M.; Chavis, C.; Imbach, J.-L. Nucleosides & Nucleotides 1992, 11, 1529.
17. Robins, M. J.; Zou, R.; Guo, Z.; Wnuk, S. F. J. Org. Chem. 1996, 61, 9207.
18. Scaringe, S. A.; Francklyn, C.; Usman, N. Nucleic Acids Res. 1990, 18, 5433.
19. Kamimura, T.; Tsuhiya, M.; Urakami, K.-i.; Koura, K.; Sekine, M.; Shinozaki, K.; Miura, K.-i.; Hata, T. J. Am. Chem. Soc. 1984, 106, 4552.
20. 3 solution, short column chromatography on silica gel yielded compound 3c (1.94 g, 2.85 mmol, 95%) as a foam.
21. Brown, E. L.; Belagaje, R.; Ryan, M. J.; Khorana, H. G. Methods Enzymol. 1979, 68, 109.