Synthetic studies toward dideoxynojirimycin derivatives via dehydroamino acid as a key intermediate

Bulletin of the Korean Chemical Society

Volumn 20, Issue 10, 1999, Pages 1123-1125

  Choi, Jeeah ^a   Nam Shin, Jeong E ^a   Chun, Keun Ho ^a  

^a Soongsil University   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

DIDEOXYNORJIRIMYCIN DERIVATIVE; GLYCOSIDASE INHIBITOR; JIRIMYCIN DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL REACTION KINETICS; CYCLIZATION; DRUG SYNTHESIS; ENZYME INHIBITION; MOLECULAR INTERACTION; POLYMERIZATION;

EID: 0033589306     PISSN: 02532964     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (15)

1. Dimitriadis, G. D.; Tessari, P.; Go, V. L. W.; Gerich, J. E. Metabolism 1985, 34, 261.
2. Humphries, M. J.; Matsumoto, K.; White, S. L.; Olden, K. Cancer Res. 1986, 46, 5215.
3. (a) Walker, B. D.; Kowalski, M.; Goh, W. C.; Kozarsky, K.; Krieger, M.; Rosen, C.; Rohrscheinder, L.; Haseltine, W. A.; Sodroski, J. Proc. Nalt. Acad. Sci. U.S.A. 1987, 84, 8120.
4. (b) Gruters, R. A.; Neefjes, J. J.; Termette, M.; Goede, R. E. Y.; Tulp, A.; Huisman, H. G.; Miedema, F.; Ploegh, H. L. Nature 1987, 330, 74.
5. Sunkara, P. S.; Taylor, D. L.; Kang, M. S.; Bowlin, T. L.; Liu, P. S.; Tyms, A. S.; Sjoerdsama, A. Lancet 1989, 1206.
6. (a) White, J. D.; Hrnciar and Alexandre, P.; Yokochi, F. T. J. Am. Chem. Soc. 1998, 120, 7359.
7. (b) Denmark, S. E.; Herbert, B. J. Am. Chem. Soc. 1998, 120, 7357.
8. Böshagen, H.; Heiker, F.-R.; Schüller, A. M. Carbohydrate Research 1987, 164, 141.
9. Schmit, U.; Lieberknecht, A.; Wild, J. Synthesis 1984, 53.
10. Kober, R.; Stieglich, W. Leibigs Ann. Chem. 1983, 599.
11. Kim, J. Y.; Nam Shin, J. E.: Chun, K. H. Bull. Korean Chem. Soc. 1996, 17(5), 478.
12. Chun, K. H. Ph. D. Thesis; University of California: Los Angeles, 1992.
13. 13C NMR of 7: 162.2, 159.6, 159.5, 132.7, 129.5, 129.3, 123.7, 114.1, 114.0, 73.2, 71.3, 71.0, 70.6, 70.4, 61.9, 55.3, 45.4, 31.9, 29.7, 29.3, 22.7, 14.1, 13.9
14. 13C NMR of 12: 162.3, 159.8, 159.6, 131.4, 130.2, 129.9, 128.7, 128.6, 128.2, 114.0, 113.9, 80.2, 74.2, 73.5, 71.7, 62.1, 55.2, 42.2, 31.9, 29.7, 29.3, 29.1, 22.7, 14.1, 14.0
15. 3), 113.9, 113.8, 73.2, 73.1, 71.4, 55.2, 55.1.