Carboxyamidation of purine nucleosides: New secondary 8- carboxamidopurine nucleosides

Nucleosides and Nucleotides

Volumn 16, Issue 3, 1997, Pages 227-237

  Tu, Chi ^a   Keane, Charlene ^a   Eaton, Bruce ^a  

^a GILEAD SCIENCES   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ADENOSINE DERIVATIVE; NUCLEOSIDE DERIVATIVE;

AMIDATION; ARTICLE; NUCLEAR MAGNETIC RESONANCE; PURINE METABOLISM; STRUCTURE ANALYSIS;

EID: 0030973840     PISSN: 07328311     EISSN: None     Source Type: Journal    
DOI: 10.1080/07328319708001344     Document Type: Article

References (35)

1. Sidwell, R. W.; Simon, L. N.; Witkowski, J. T.; Robins, R. K. Progress in Chemotherapy, Proceedings of the International Congress of Chemotherapy 1974, 2, 889.
2. (a) Ribavirin A Broad Spectrum Antiviral Agent; Smith, R. A.; Kirkpatrick, W., Eds.; Academic Press: New York, 1980.
3. Pomerantz, S. C.; Tarasow, T. M.; Eaton, B. E.; McCloskey, J. A.unpublished results.
4. Carbohydrate Modifications in Antisense Research; Sanghvi, Y. S.; Cook, P. D., Eds.; ACS Symposium Ser. 580: 1994.
5. Eaton, B. E.; Gold, L.; Zichi, D. A. Chemistry & Biology 1995, 2, 633.
6. Gold, L.; Polisky, B.; Uhlenbeck, O.; Yarus, M. Annu. Rev. Biochem. 1995, 64, 763.
7. (a) Eaton, B. E.; Pieken, W. A. Annu. Rev. Biochem. 1995, 64, 837.
8. (b) Mundt, A. M.; Eaton, B. E. unpublished results.
9. (a) Dewey, T. M.; Mundt, A.; Crouch, G. J.; Zyzniewski, M. C.; Eaton, B. E. J. Am. Chem. Soc., 1995, 117, 8474.
10. (b) Crouch, G. J.; Eaton, B. E. Nucleosides Nucleotides 1994, 13, 939.
11. Christensen, L. F.; Meyer, R. B. Jr.; Miller, J. P.; Simon, L. N.; Robins, R. K. Biochemistry 1975,14, 1490.
12. Matsuda, A.; Nomoto, Y.; Ueda, T Chem. Pharm. Bull. 1979, 27, 183.
13. (a) Divakar, K. J.; Reese, C. B. J. Chem Soc., Chem. Comm. 1980, 1191.
14. (b) Hayakawa, H.; Haraguchi, K.; Tanaka, H.; Miyasaka, T. Chem. Pharm. Bull. 1987, 35, 72.
15. Maeda, M.; Nushi, K.; Kawazoe, Y. Tetrahedron 1974, 30, 2677.
16. (a) Naka, T.; Honjo, M. Chem. Pharm. Bull. 1976, 24, 2052.
17. (b) Matsuda, A.; Nomoto, Y.; Ueda, T. Chem. Pharm. Bull. 1979, 27, 183.
18. (a) Nagatsugi, F.; Uemura, K.; Nakashima, S.; Maeda, M.; Sasaki, S. Tetrahedron Lett. 1995, 36, 421.
19. (b) Manfredini, S.; Baraldi, P. G.; Bazzanini, R.; Marangoni, M.; Simoni, D.; Baizarini, J.; De Clercq, E. J. Med. Chem. 1995, 38, 199.
20. (c) Stimac, A.; Muhic, D.; Kobe, J. Nucleosides Nucleotides 1994, 13, 625.
21. (d) Van Aerschot, A. A.; Mamos, P.; Weyns, N. J.; Ikeda, S.; De Clercq, E.; Herdewijn, P. A. J. Med. Chem. 1993, 36, 2938.
22. (e) Hirota, K.; Kitade, Y.; Kanbe, Y.; Maki, Y. J. Org. Chem. 1992, 57, 5268.
23. (f) Mamos, P.; Van Aerschot, A. A.; Weyns, N. J.; Herdewijn, P. A.Tetrahedron Lett. 1992, 33, 2413.
24. (g) Nair, V.; Purdy, D. F. Tetrahedron 1991, 47, 365.
25. (h) Moriarty, R. M.; Epa, W. R.; Awasthi, A. K. Tetrahedron Lett. 1990, 31, 5877.
26. (i) Noyori, R.; Uchiyama, M.; Kato, H.; Wakabayashi, S.; Hayakawa, Y. Pure Appl. Chem. 1990, 62, 613.
27. (j) Nair, V.; Buenger, G. S. J. Am. Chem. Soc. 1989, 111, 8502.
28. (k) Nair, V.; Turner, G. A.; Buenger, G. S.; Chamberlain, S. D. J. Org. Chem. 1988, 53, 3051.
29. (l) Nair, V.; Turner, G. A.; Chamberlain, S. D. J. Am. Chem. Soc. 1987, 109, 7223.
30. (m) Matsuda, A.; Shinozaki, M.; Miyasaka, T.; Machida, H.; Abiru, T. Chem. Pharm. Bull. 1985, 33, 1766.
31. Schoenberg, A.; Heck, R.F. J. Org. Chem. 1974, 39, 3327.
32. (a) Long, R.A.; Robbins, R.K.; Townsend, L.B. J. Org. Chem. 1967, 32, 2751.
33. (b) Prakash, T.P.; Kumar, R.L.; Ganesh, K.N. Tetrahedron, 1993, 49, 4035.
34. Dewey, T. M.; Zyzniewski, C.; Eaton, B. E. Nucleosides & Nucleotides. 1996, 15, 1611.
35. Tu, C.; Keane, C.; Eaton, B. E. Nucleosides Nucleotides. 1995, 14, 1631.