Parallel solution-phase synthesis of a 2,6,8,9-tetrasubstituted purine library via a sulfur intermediate

Journal of Combinatorial Chemistry

Volumn 7, Issue 4, 2005, Pages 627-636

  Liu, Jinglin ^a   Dang, Qun ^a   Wei, Zhonglin ^a   Zhang, Hengbin ^a   Bai, Xu ^a  

^a JILIN UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

PURINE DERIVATIVE; SULFUR;

ARTICLE; CHEMISTRY; COMBINATORIAL CHEMISTRY; METHODOLOGY; SYNTHESIS;

COMBINATORIAL CHEMISTRY TECHNIQUES; PURINES; SULFUR;

EID: 22844445825     PISSN: 15204766     EISSN: None     Source Type: Journal    
DOI: 10.1021/cc049819p     Document Type: Article

References (27)

1. (a) Meijer, L.; Borgne, A.; Mulner, O.; Chong, J. P. J.; Blow, J. J.; Inagaki, N.; Inagaki, M.; Delcros, J. G.; Moulinoux, J. P. Eur. J. Biochem. 1997, 243, 527-536.
2. (b) Gray, N. S.; Wodicka, L.; Thunnissen, A.-M. W. H.; Norman, T. C.; Kwon, S.; Espinosa, F. H.; Morgan, D. O.; Barnes, G.; Leclerc, S.; Meijer, L.; Kim, S. H.; Lockhart, D. J.; Schultz, P. G. Science 1998, 281, 533-538.
3. (c) Chang, Y. T.; Gray, N. S.; Rosania, G. R.; Sutherlin, D. P.; Kwon, S.; Norman, T. C.; Sarohia, R.; Leost, M.; Meijer, L.; Schultz, P. G. Chem. Biol. 1999, 6, 361-375.
4. (d) Naumann, T.; Matter, H. J. Med. Chem. 2002, 45, 2366-2378.
5. (e) Meijer, L.; Raymond, E. Acc. Chem. Res. 2003, 36, 417-425.
6. (a) Chiosis, G.; Lucas, B.; Shtil, A.; Huezoa, H.; Rosena, N. Bioorg. Med. Chem. 2002, 10, 3555-3564.
7. (b) Chiosis, G.; Timaul, M. N.; Lucas, B.; Munster, P. N.; Zheng, F. F.; Lorenzino, L. S.; Rosen, N. Chem. Biol. 2001, 8, 289-299.
8. (c) Dymock, B.; Barril, X.; Beswick, M.; Collier, A.; Davies, N.; Drysdale, M.; Fink, A.; Fromont, C.; Hubbard, R. E.; Massey, A.; Surgenor, A.; Wright, L. Bioorg. Med. Chem. Lett. 2004, 14, 325-328.
9. Wan, Z.; Boehm, J. C.; Bower, M. J.; Kassis, S.; Lee, J. C.; Zhao, B.; Adamse, J. L. Bioorg. Med. Chem. Lett. 2003, 13, 1191-1194.
10. (a) Chapman, E.; Ding, S.; Schultz, P. G.; Wong, C. H. J. Am. Chem. Soc. 2002, 124, 14524-14525.
11. (b) Verdugo, D. E.; Cancilla, M. T.; Ge, X.; Gray, N. S.; Chang, Y.; Schultz, P. G.; Negishi, M.; Leary, J. A.; Bertozzi, C. R. J. Med. Chem. 2001, 44, 2683-2686.
12. (a) Ding, S.; Gray, N. S.; Wu, X.; Ding, Q.; Schultz, P. G. J. Am. Chem. Soc. 2002, 124, 1594-1596.
13. (b) Ding, S.; Gray, N. S.; Wu, X.; Ding, Q.; Schultz, P. G. J. Comb. Chem. 2002, 4, 183-186.
14. (c) Ding, S.; Gray, N. S.; Ding, Q.; Schultz, P. G. Tetrahedron Lett. 2001, 42, 8751-8755.
15. (d) Dorff, P. H.; Garigipati, R. S. Tetrahedron Lett. 2001, 42, 2771-2773.
16. (e) Brun, V.; Legraverend, M.; Grierson, D. S. Tetrahedron 2002, 58, 7911-7923.
17. (f) Hocek, M.; Dvoøáková, H. J. Org. Chem. 2003, 68, 5773-5776.
18. (g) Tobrman, T.; Dvoøák, D. Org. Lett. 2003, 5, 4289-4291.
19. (a) Di Lucrezia, R.; Gilbert, I. H.; Floyd, C. D. J. Comb. Chem. 2000, 2, 249-253.
20. (b) Lucas, B.; Rosen, N.; Chiosis, G. J. Comb. Chem. 2001, 3, 518-520.
21. (c) Baindur, N.; Chadha, N.; Player, M. R. J. Comb. Chem. 2003, 5, 653-659.
22. (a) Hammarstrom, L. G. J.; Smith, D. B.; Talamas, F. X.; Labadie, S. S.; Krauss, N. E. Tetrahedron Lett. 2002, 43, 8071-8073.
23. (b) Hammarstrom, L. G. J.; Meyer, M. E.; Smith, D. B.; Talamas, F. X. Tetrahedron Lett. 2003, 44, 8361-8363.
24. Yang, J.; Dang, Q.; Liu, J.; Wei, Z.; Wu, J.; Bai, X. J. Comb. Chem., in press.
25. Albert, A.; Brown, D. J.; Wood, H. C. S. J. Chem. Soc. 1954, 3832-3841
26. March, J. Advanced Organic Chemistry, 3rd ed.; John Wiley & Sons: Chichester, 1985; p 1103.
27. Dang, Q.; Brown, B. S.; Erion, M. D. Tetrahedron Lett. 2000, 41, 6559-6562.