An advantageous synthesis of 5,6,7,8-tetra-hydrotetrazolo[1,5- a]pyridines

Synthetic Communications

Volumn 29, Issue 4, 1999, Pages 551-560

  Vonhoff, Stefan ^a   Vasella, Andrea ^a  

^a ETH ZURICH   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

AZIDE; GLYCOSIDASE; LACTAM; TETRAZOLE DERIVATIVE;

ARTICLE; DRUG STRUCTURE; DRUG SYNTHESIS; MOLECULAR INTERACTION; REACTION ANALYSIS; STRUCTURE ANALYSIS;

EID: 0033006071     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1080/00397919908085802     Document Type: Article

References (19)

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2. Ermert, P., Vasella, A., Weber, M., Rupitz, K. and Withers, S.G. Carbohydr. Res. 1993, 250, 113.
3. Brandstetter, T.W., Davis, B., Hyett, D., Smith, C., Hackett, L., Winchester, B.G. and Fleet, G.W.J. Tetrahedron Lett. 1995, 36, 7511.
4. Heightman, T.D., Ermert, P., Klein, D. and Vasella, A. Helv. Chim. Acta 1995, 78, 514.
5. Butler, R.N. Adv. Heterocyc. Chem. 1977, 21, 378.
6. Thomas, E.W. Synthesis 1993, 767.
7. Hoos, R., Naughton, A.B. and Vasella, A. Helv. Chim. Acta 1992, 75, 1802.
8. Overkleeft, H.S., Wiltenburg, J.v. and Pandit, U.K. Tetrahedron 1994, 50, 4215.
9. Shing, T.K.M. J. Chem. Soc., Chem. Commun. 1988, 1221.
10. Fleet, G.W.J., Ramsden, N.G. and Witty, D.R. Tetrahedron 1989, 45, 319.
11. Hoos, R., Naughton, A.B., Thiel, W., Vasella, A., Weber, W., Rupitz, K. and Withers, S.G. Helv. Chim. Acta 1993, 76, 2666.
12. Heightman, T.D., Galley, C., Vasella, A. unpublished results.
13. Pipelier, M. and Vasella, A. unpublished results.
14. Granier, T., Vasella, A. unpublished results.
15. Known compounds were identified on the basis of their reported physical and spectroscopic data.
16. Contrary to the literature procedure the addition of Hünig's base did not improve the yield nor did it accelerate the reaction.
17. Cf. the reduced reactivity of di- and oligosaccharide-derived glycosyl donors; Paulsen, H. Angew. Chem., Int. Ed. Engl. 1982, 21, 155.
18. 5 conformation; cf. Glänzer, B.I., Györgydeák, Z., Bernet, B., Vasella, A. Helv. Chim. Acta 1991, 74, 343.
19. Meanwell, N.A., Hewawasam, P., Thomas, J.A., Wright, J.J.K., Russell, J.W., Gamberdella, M., Goldenberg, H.J., Seiler, S.M. and Zavoico, G.B. J. Med. Chem. 1993, 36, 3251.