Purine nucleoside analogues; 9: Benzylation of N2-acetyl-8- bromoguanine

Synthesis

Volumn , Issue 5, 1999, Pages 775-778

  Madre, Marina ^a   Panchenko, Natella ^a   Zhuk, Regina ^a   Geenevasen, Jan A ^b   Van Den Burg, Alida ^b   Koomen, Gerrit Jan ^b  

^a LATVIAN INSTITUTE OF ORGANIC SYNTHESIS   (Latvia)

^b UNIVERSITY OF AMSTERDAM   (Netherlands)

Author keywords

Benzylation; N2 acetyl 8 bromoguanine; Regioisomers

Indexed keywords

BENZYL DERIVATIVE; GUANINE DERIVATIVE; PURINE NUCLEOSIDE DERIVATIVE;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; DRUG STRUCTURE; DRUG SYNTHESIS; ISOMER; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY;

EID: 0032936090     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1999-3463     Document Type: Article

References (22)

1. For Part 8, see: Madre, M.; Zhuk, R.; Golankiewicz, B. Polish J. Chem. 1998, 72, 2242.
2. th International Symposium on Molecular Aspects of Chemotherapy, Abstracts. Gdansk, Poland, 23-25 June, 1993, p 56.
3. Kini, G. D.; Hennen, W. J.; Robins, R. K. Nucleosides Nucleotides 1987, 6, 581.
4. Chen, R.; Goodman, M. G.; Argentieri, D.; Bell, S. C.; Burr, L. E.; Come, J.; Goodman, J. H.; Klaubert, D. H.; Maryanoff, B. E.; Pope, B. L.; Rampulla, M. S.; Schott, M. R.; Reitz, A. B. Nucleosides Nucleotides 1994, 13, 551.
5. Lin, T.-S.; Cheng, J.-C.; Ishiguro, K.; Sartorelli, A. C. J. Med. Chem. 1985, 28, 1194.
6. Michael, M. A.; Cottam, H. B.; Smee, D. F.; Robins, R. K.; Kini, G. D. J. Med. Chem. 1993, 36, 3431.
7. Robins, M. J.; Hatfield, P. W.; Balzarini, J.; De Clercq, E. J. Med. Chem. 1984, 27, 1486.
8. Chern, J.-W.; Wise, D. S.; Shewach, D. S.; Daddona, P. E.; Townsend, L. B. Eur. J. Med. Chem. 1994, 29, 3.
9. Chae, M.-Y.; Swenn, K.; Kanugula, S.; Dolan, M. E.; Pegg, A. E.; Moschel, R. C. J. Med. Chem. 1995, 38, 359.
10. Daddona, P. E.; Wiesmann, W. P.; Milhouse, W.; Chern, J.-W.; Townsend, L. B., Hersfield, M. S.; Webster, H. K. J. Biol. Chem. 1986, 261, 11667.
11. Sircar, J. C.; Kostlan, C. R.; Pinter, G. W. ; Suto, M. J.; Babovski, T. P.; Capiris, T.; Schwender, C. F.; Dong, M. K.; Scott, M. E.; Bennet, M. K.; Kossatek, L. M.; Gilbertsen, R. B. Agents Actions 1987, 21, 253.
12. Agasimundin, Y. A.; Oakes, F. T.; Kostuba, L. J.; Leonard, N. F. J. Org. Chem. 1985, 50, 2468.
13. Tindal, C. G.; Robins, R. K., Tolman, R. L. J. Org. Chem. 1972, 37, 3985.
14. Lazrek, H. B.; Taourirte, M.; Barascut, J.-L.; Imbach, J.-L. Nucleosides Nucleotides 1991, 10, 1285.
15. Srivastava, P. C.; Robins, R. K.; Meyer, R. B., Jr. In Chemistry of Nucleosides and Nucleotides, Vol. I; Townsend, L. B., Ed.; Plenum Press: New York, 1971; pp138-139.
16. Gerster, J. F.; Hinshaw, B. C.; Robins, R. K.; Townsend, L. B. J. Org. Chem. 1968, 33, 1070.
17. Madre, M.; Zhuk, R.; Lidak, M. Khim. Pharm. Zhurnal 1985, 11, 1371; Chem. Abstr. 1986, 105, 6748.
18. Madre, M.; Zhuk, R.; Lidak, M. Khim. Pharm. Zhurnal 1985, 11, 1371; Chem. Abstr. 1986, 105, 6748.
19. Kjellberg, J.; Johansson, N. G. Tetrahedron 1986, 42, 6541.
20. Boryski, J. Nucleosides Nucleotides 1990, 9, 803.
21. Madre, M.; Zhuk, R.; Panchenko, N., Geenevasen, J. A. J., van den Burg, A. M.; Koomen, G.-J. Coll. 1996, 67 (Spec. Issue), S 20.
22. Lister, J. H. In Fused Pyrimidines. Part 1. Purines; Brown, D. J., Ed.; Wiley: New York, 1971; p. 192.