The total synthesis of a glycosidase inhibitor, nagstatin

Bulletin of the Chemical Society of Japan

Volumn 70, Issue 2, 1997, Pages 427-436

  Tatsuta, Kuniaki ^a   Miura, Shozo ^a   Gunji, Hiroki ^a  

^a WASEDA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

GLYCOSIDASE INHIBITOR; NAGSTATIN; UNCLASSIFIED DRUG;

ARTICLE; DRUG STRUCTURE; DRUG SYNTHESIS; IN VITRO STUDY; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS;

EID: 0030888076     PISSN: 00092673     EISSN: None     Source Type: Journal    
DOI: 10.1246/bcsj.70.427     Document Type: Article

References (22)

1. T. Hudlicky, J. Rouden, H. Luna, and S. Allen, J. Am. Chem. Soc., 116, 5099 (1994).
2. S. B. King and B. Ganem, J. Am. Chem. Soc., 116, 562 (1994).
3. a) T. Aoyagi, H. Suda, K. Uotani, F. Kojima, T. Aoyama, K. Horiguchi, M. Hamada, and T. Takeuchi, J. Antibiot., 45, 1404 (1992);
4. b) T. Aoyama, H. Naganawa, H. Suda, K. Uotani, T. Aoyagi, and T. Takeuhci, J. Antihiot., 45, 1557 (1992).
5. K. Tatsuta, S. Miura, S. Ohta, and H. Gunji, Tetrahedron Lett., 36, 1085 (1995).
6. K. Tatsuta and S. Miura, Tetrahedron Lett., 36, 6721 (1995).
7. a) K. Tatsuta, S. Miura, S. Ohta, and H. Gunji, J. Antibiot., 48, 286 (1995);
8. b) K. Tatsuta, Y. Ikeda, and S. Miura, J. Antibiot., 49, 836 (1996).
9. A. Frankowski, C. Seliga, D. Bur, and J. Streith, Helv. Chim. Acta, 74, 934 (1991).
10. K. Burgess and D. A. Chaplin, Heterocycles, 37, 673 (1994).
11. a) P. Ermert and A. Vasella, Helv. Chim. Acta, 74, 2043 (1991);
12. b) T. D. Heightman, P. Ermert, D. Klein, and A. Vasella, Helv. Chim. Acta, 78, 514 (1995).
13. M. Kawana, H. Kuzuhara, and S. Emoto, Bull. Chem. Soc. Jpn., 54, 1492 (1981).
14. K. L. Kirk, J. Org. Chem., 43, 4381 (1978).
15. The common names conveniently parallel those of carbohydrates.
16. K. Tatsuta, H. Takahashi, Y. Amemiya, and M. Kinoshita, J. Am. Chem. Soc., 105, 4096 (1983).
17. O. Mitsunobu, Synthesis, 1981, 1.
18. T. Granier and A. Vasella, Helv. Chim. Acta, 78, 1738 (1995), and private communication by A. Vasella, 1996.
19. L. Hough and A. C. Richardson, "Rodd's Chemistry of Carbon Compounds, IF," ed by S. Coffey, Elsevier, Amsterdam (1967), p. 118.
20. B. Iddon, Heterocycles, 23, 417 (1985).
21. M. El Borai, A. H. Moustafa, M. Anwar, and F. I. Abdel Hay, Pol. J. Chem., 55, 1659 (1981).
22. V. Balogh, M. Fetizon, and M. Golfier, Angew. Chem., Int. Ed. Engl., 8, 444 (1969).