The first complete set of authentic functional β-cyclodextrins with one imidazolyl group specifically attached to C-2 or C-3

Chemical Communications

Volumn , Issue 7, 1996, Pages 821-822

  Yuan, De Qi ^a   Ohta, Kazuko ^a   Fujita, Kahee ^a  

^a NAGASAKI UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

BETA CYCLODEXTRIN; IMIDAZOLE;

ARTICLE; DRUG STRUCTURE; DRUG SYNTHESIS; STEREOCHEMISTRY;

EID: 0030010163     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/CC9960000821     Document Type: Article

References (18)

1. (a) M. L. Bender and M. Komiyama, Cyclodextrin Chemistry, Springer-Verlag. Berlin, 1978;
2. (b) G. Wenz, Angew. Chem , Int. Ed. Engl., 1994, 33, 803.
3. (a) R. Breslow, Acc. Chem. Res., 1995, 28, 146;
4. (b) V. T. D'Souza and M. L. Bender, Acc. Chem. Res., 1987, 20, 146.
5. R. Breslow, S. Halfon and B. Zhang, Tetrahedron. 1995, 51, 377.
6. A. Ueno and R. Breslow, Tetrahedron Lett., 1982, 32, 3451.
7. R. Breslow and A. W. Czarnik, J. Am. Chem. Soc., 1983, 105, 1390; K. Fujita, Y. Egashira, I. Fujioka, K. Mihashi, T. Tahara and T. Koga, Chem. Lett., 1989, 429; K. Fujita, K. Ohta, Y. Ikegami, H. Shimada, T. Tahara, Y. Nogami, T. Koga, T. Saito and T. Nakajima, Tetrahedron Lett., 1994, 51, 9577.
8. R. Breslow and A. W. Czarnik, J. Am. Chem. Soc., 1983, 105, 1390; K. Fujita, Y. Egashira, I. Fujioka, K. Mihashi, T. Tahara and T. Koga, Chem. Lett., 1989, 429; K. Fujita, K. Ohta, Y. Ikegami, H. Shimada, T. Tahara, Y. Nogami, T. Koga, T. Saito and T. Nakajima, Tetrahedron Lett., 1994, 51, 9577.
9. R. Breslow and A. W. Czarnik, J. Am. Chem. Soc., 1983, 105, 1390; K. Fujita, Y. Egashira, I. Fujioka, K. Mihashi, T. Tahara and T. Koga, Chem. Lett., 1989, 429; K. Fujita, K. Ohta, Y. Ikegami, H. Shimada, T. Tahara, Y. Nogami, T. Koga, T. Saito and T. Nakajima, Tetrahedron Lett., 1994, 51, 9577.
10. There has been observed a decrease in binding constant to about half that of β-CD with methyl orange at 40°C, when one of the glucosides was transformed into altroside: K. Fujita, Y. Okabe, T. Tahara and T. Koga, to be published.
11. (a) R. Breslow and J. M. Desper, J. Am. Chem. Soc., 1994, 116, 12081;
12. (b) K. R. Rao, T. N. Scrinivasan, N. Bhanumathi and P. B. Sattur, J. Chem. Soc., Chem. Commun., 1990, 10;
13. (c) H. Ikeda, R. Kojin, C.-J. Yoon, T. Ikeda and F. Toda, J. Inclusion Phenom., 1989, 7, 117;
14. (d) K. Hamasaki and A. Ueno, Chem. Lett., 1995, 859.
15. K. Fujita, T. Tahara, T. Imoto and T. Koga, J. Am. Chem. Soc., 1986, 108, 2030.
16. K. Bock and C. Pedersen, J. Chem. Soc. Perkin Trans 2, 1974, 293;
17. T. E. Walker and R. Barker, Carbohydr. Res., 1978, 64, 266.
18. N. R. Williams, Adv. Carbohydr. Chem., 1970, 25, 109.