A new synthesis of the oligosaccharide domain of acarbose

Carbohydrate Research

Volumn 338, Issue 24, 2003, Pages 2779-2792

  Périon, Régis ^a,b   Lemée, Lénaïck ^a   Ferrières, Vincent ^a   Duval, Raphaël ^b   Plusquellec, Daniel ^a  

^a CNRS   (France)

^b Parc d'Activites de la Boissiere   (France)

Author keywords

Acarbose; D Fucose; Glycosylation reactions; Maltose; Thioglycosides

Indexed keywords

CHEMICAL BONDS; NEGATIVE IONS; SOLVENTS; SUBSTITUTION REACTIONS; SYNTHESIS (CHEMICAL);

MALTOSIDIC ACCEPTOR;

CARBOHYDRATES;

ACARBOSE; OLIGOSACCHARIDE;

ARTICLE; CHEMICAL REACTION; DERIVATIZATION; DRUG SYNTHESIS; GLYCOSYLATION; PRIORITY JOURNAL;

EID: 0345600073     PISSN: 00086215     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.carres.2003.09.004     Document Type: Article

References (29)

1. Tattersall R. Diabetic Med. 10:1993;688-693.
2. Balfour J.A., McTavish D. Drugs. 46:1993;688-693.
3. Campbell L.K., White J.R., Campbell R.K. Ann. Pharmacother. 30:1996;1255-1262.
4. Frommer, W.; Junge, B.; Keup, Müller, L.; Puls, Schmidt, D. D. 1975, Ger. Offen. 2 347 782, Pat. Appl. 23 467 782 9.
5. Truscheit E., Frommer W., Junge B., Müller L., Schmidt D.D., Wingender W. Angew. Chem., Int. Ed. 20:1981;744-761.
6. Nishimura Y. Atta-ur-Rahman. Studies in Natural Products Chemistry. 10:1992;495-583 Elsevier Science.
7. Park K.H., Kim M.J., Lee H.S., Han N.S., Kim D., Robyt J.F. Carbohydr. Res. 313:1998;235-246.
8. Ogawa S., Shibata Y. J. Chem. Soc., Chem. Commun. 1988;605-606.
9. Ogawa S., Shibata Y. Carbohydr. Res. 189:1989;309-322.
10. Park T.K., Peterson J.M., Danishefski S.J. Tetrahedron Lett. 35:1994;2671-2674.
11. Schmidt, R. R.; Laesecke, K. Pat. Appl. CH 648 326 A5, 1985.
12. Chen X., Fan Y., Zhen Y., Shen Y. Chem. Rev. 103:2003;1955-1977.
13. Zhang Z., Ollmann I.R., Ye X.S., Wishnat R., Baasov T., Wong C.H. J. Am. Chem. Soc. 121:1999;734-753.
14. Lay L., Windmüller R., Reinhardt S., Schmidt R.R. Carbohydr. Res. 303:1997;39-49.
15. Cao S., Gan Z., Roy R. Carbohydr. Res. 318:1999;75-81.
16. Amer H., Hofinger A., Kosma P. Carbohydr. Res. 338:2003;35-45.
17. Motawia M.H., Olsen C.E., Denyer K., Smith A.M., Møller B.L. Carbohydr. Res. 330:2001;309-318.
18. Mani N.S. Ind. J. Chem. 28B:1989;602-603.
19. Kantlehner W., Gutbrod H.D. Liebigs Ann. Chem. 1979;1362-1369.
20. Gebbie S.J., Gosney I., Harrison P.R., Lacan I.M.F., Sanderson W.R., Sankey J.P. Carbohydr. Res. 308:1998;345-348.
21. Garegg P.J., Kvarnstöm I., Niklasson A., Niklasson G., Svensson S.C.T. J. Carbohydr. Chem. 12:1993;933-953.
22. Bowers S.G., Mahmud T., Floss H.G. Carbohydr. Res. 337:2002;297-304.
23. Gelin M., Ferrières V., Plusquellec D. Eur. J. Org. Chem. 2000;1423-1431.
24. Schmidt R.R. Comprehensive Organic Synthesis. 6:1991;33-64 Pergamon Press.
25. Demchenko A.V., Rousson E., Boons G.J. Tetrahedron Lett. 40:1999;6523-6526.
26. Hansen P.E. Prog. NMR Spectrosc. 14:1981;175-296.
27. Zhang Z., Ollmann I.R., Ye X.S., Wischnat R., Baasov T., Wong C.H. J. Am. Chem. Soc. 121:1999;734-753.
28. McAuliffe J.C., Stick R.V. Aust. J. Chem. 50:1997;203-207.
29. Collins P., Ferrier R. Monosaccharides: Their Chemistry and their Roles in Natural Products. 2nd ed :1995;189-198 John Wiley & Sons.