Synthesis of 2-(4-aminocarbonyl-2-thiazoyl)-1,4-anhydro-D-ribitol, and - D-arabitol

Synthetic Communications

Volumn 29, Issue 23, 1999, Pages 4113-4126

  Zhang, Hu Yi ^a   Yang, Zhen Jun ^a   Yu, Hong Wu ^a   Piao, Zhi Song ^a   Ma, Ling Tai ^a   Min, Ji Mei ^a   Zhang, Li He ^a  

^a PEKING UNIVERSITY HEALTH SCIENCE CENTER   (China)

Author keywords

[No Author keywords available]

Indexed keywords

ARABINITOL; RIBITOL;

ARTICLE; CONFORMATIONAL TRANSITION; CRYSTAL STRUCTURE; DRUG ACTIVITY; DRUG POTENCY; DRUG SYNTHESIS; STRUCTURE ACTIVITY RELATION;

EID: 0007463929     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1080/00397919908085885     Document Type: Article

References (36)

1. Srivastava, P. C.; Pickering, M. V.; Allen, L. B.; Streeter, D. G.; Campbell, M. T.; Witkowski, J. T.; Sidwell, R. W.; Robins, R. K. J. Med. Chem. 1977, 20, 256.
2. Sirvastava, P. C.; Robins, R. K. J. Med. Chem. 1983, 26, 445.
3. (a) Cousineau, T. J.; Secrist, J. A. J. Org. Chem., 1979, 44, 4351.
4. (b) Srivastava, P. C.; Revankar, G. R.; Robins, R. K. J. Med. Chem., 1984, 27, 266.
5. (c) Baur, R. H.; Baker, D. C. Nucleosides & Nucleotides, 1984, 3, 77.
6. (d) Srivastava, P.C.; Robins, R. K.; Takusagawa, F.; Bernan, H. M. J. Heterocycl. Chem., 1981, 18, 1659.
7. (e) Jiang, C.; Baur, R. H.; Dechter, J. J. Nucleosides & Nucleotides, 1984, 3, 123.
8. (f) Mao, D. T.; Marquez, V. E. Tetrahedron Lett., 1984, 25, 2111.
9. (g) Kini, G. D.; Hennen, W. J.; Robins, R. K. J. Org. Chem., 1986, 51, 4436.
10. (h) Chu, C. K.; Culter, S. J. J. Heterocycl. Chem., 1986, 23, 289.
11. (i) Upadhya, K.; DaRe, J.; Schubert E. M.; Chemurny, G.; Gabrielsen, B. Nucleosides & Nucleotides, 1990, 9, 649.
12. (j) Kovas, L.; Herczegh, P.; Batta, G.; Farkas, I. Heterocycles, 1987, 26, 947.
13. (k) Kovacs, L.; Herczegh, P.; Batta, G.; Farkas, I. Tetrahedron, 1991, 47, 5539.
14. (l) Dishington, A. P.; Humber, D. C.; Stoodley, R. J. J. Chem. Soc. Perkin Trans 1, 1993, 47, 57.
15. (m) Hanna, N. B.; Upadhya, K. G.; Petrie, C. R.; Robins, R. K.; Revankar, G. R. Nucleosides & Nucleotides, 1986, 5, 343.
16. (n) Sanghvi, Y. S.; Larson, S. B.; Robins, R. K.; Revanker, G. R. Heterocyclic Chem., 1988, 25, 623.
17. (o) Franchetti, P.; Cristally, G.; Grifantini, M.; Cappellacci, L.; Vittori, S.; Nocentini, G. J. Med. Chem., 1990, 33, 2849.
18. (p) Kini, G. D.; Petrie, C. R.; Robins, R. K. In Nucleic Acid Chem., Vol. IV; Townsend, L. B.; Tipson, R. S., Eds; John Wiley & Sons: New York, 1991; pp 167.
19. (q) Ramasamy, K.; Kini, G. D.; Robins, R. K.; Revanker, G. R. Nucleosides & Nucleotides, 1987, 6, 901.
20. (r) Ma, L. T.; Zhang, D.; Wu, Y. F.; Zhan, K. W.; Zhang, L. H. J. Beijing Med Univ., 1993, 25, 459.
21. (s) Cheng, H.; Ma, L. T.; Zhang, L. H. Chem. J. Chin. Univ., 1996, 17, 1078.
22. (a) Huryn, D.M.; Sluboski, B.C.; Tam, S.Y.; Weigele, M.; Sim, I.; Anderson, B.D.; Mitsuya, H.; Broder, S. J. Med. Chem., 1992, 35, 2347.
23. (b) Montgomery, J.A.; Clayton, S.D.; Thomas, H.J. J. Org. Chem., 1975, 40, 1923.
24. (c) Montgomery, J.A.; Thomas, H.J. J. Org. Chem., 1978, 43, 541.
25. (d) Yu, H.W.; Zhang, L.R.; Ma, L.T.; Zhang, L.H. Bioorg. Med. Chem., 1996, 40, 609.
26. (e) Yang, Z.J.; Yu, H.W.; Min, J.M.; Ma, L.T.; Zhang, L.H. Tetrahedron: Asymmetry, 1997, 8, 2739.
27. (f) Zhang, H.Y.; Wu, X.J.; Yu, H.W.; Ma, L.T.; Zhang, L.H. Chin. Chem. Lett., 1996, 7, 1089.
28. Zhang, H.Y.; Yu, H.W.; Ma, L.T.; Min, J.M.; Zhang, L.H. Tetrahedron: Asymmetry, 1998, 9, 141.
29. (a) Su, T.L.; Klein, R.S.; Fox, J.J. J. Org. Chem., 1981, 46, 1790.
30. (b) Tann, C.H.; Brodfuehrer, P.R.; Brundidge, S.P. J. Org. Chem., 1985, 50, 3644.
31. Moravcova, J.; Capkova, J.; Stanek, J. Carbohydr., 1994, 61.
32. Ma, T.W.; Pai, B.; Zhu, Y.L.; Lin, J.S.; Shanmuganathan, K.; Du, J.; Wang, C.G.; Kim, H.; Newton, M.G.; Cheng, Y.C.; Chu, C.K. J. Med. Chem., 1996, 39, 2835.
33. Kakefuda, A.; Shuto, S.; Nagahata, T.; Seki, J.; Sasaki, T.; Matsuda, A. Tetrahedron, 1994, 50, 10167.
34. Camarasa, M-J.; Diaz-Ortiz, A.; Calvo-Mateo, A.; De las Heras, F. G.; Balzarini, J.; Clerq, E. D., J. Med. Chem., 1991, 32, 1732.
35. Ignacio Andres, J.; Garcia-Lopez, T.; De las Heras, F. G., Mendez-Castrillon, P. P. nucleosides & Nuclotides, 1986, 5, 423.
36. Walter, W.; Bode, K.-D. Angew. Chem., 1966, 78, 517.