Efficient synthesis of pyruvate ketals of carbohydrates

Tetrahedron Letters

Volumn 47, Issue 48, 2006, Pages 8493-8497

  Agnihotri, Geetanjali ^a   Misra, Anup Kumar ^a  

^a CENTRAL DRUG RESEARCH INSTITUTE   (India)

Author keywords

[No Author keywords available]

Indexed keywords

1,3 DIBROMO 5,5 DIMETHYLHYDANTOIN; ACETAL; CARBOHYDRATE; HYDANTOIN; METHYL 2,2 BIS(ETHYLTHIO)PROPIONATE; PROPIONIC ACID DERIVATIVE; PYRUVIC ACID; SUCCINIMIDE; TRISACCHARIDE; UNCLASSIFIED DRUG;

ARTICLE; BACTERIAL CELL WALL; METHODOLOGY; METHYLATION; MYCOBACTERIUM SMEGMATIS; NONHUMAN;

BACTERIA (MICROORGANISMS); MYCOBACTERIUM SMEGMATIS;

EID: 33750364302     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.09.159     Document Type: Article

References (39)

1. Lindberg B. Adv. Carbohydr. Chem. Biochem. 48 (1990) 279-318
2. Araki S., Abe S., Yamada S., Satake M., Fujiwara N., Kon K., and Ando S. J. Biochem. 112 (1992) 461-469
3. Dudman W.F., and Heidelberger M. Science 164 (1969) 954-955
4. Lew J.Y., and Heidelberger M. Carbohydr. Res. 52 (1976) 255-258
5. Rao A.S., Liao J., Kabat E.A., Osserman E.F., Haeboe M., and Nimmich W. J. Biol. Chem. 259 (1984) 1018-1026
6. Thayer W.R., Bazic C.M., Camphausen R.T., and McNeil M. J. Clin. Microbiol. 28 (1990) 714-718
7. Gray J.X., and Rolfe B.G. Mol. Microbiol. 4 (1990) 1425-1432
8. Hotter G.S., and Scott D.B. J. Bacteriol. 173 (1991) 851-859
9. Hirase S. Bull. Chem. Soc. Jpn. 30 (1957) 68-79
10. Choy Y.M., and Dutton G.G.S. Can. J. Chem. 52 (1974) 684-687
11. Dutton G.G.S., and Karunaratane D.N. Carbohydr. Res. 134 (1984) 103-114
12. Gorin P.A.J., Mazurek M., Duarte H.S., and Duarte J.H. Carbohydr. Res. 92 (1981) C1-C4
13. Liptak A., and Szabo L. J. Carbohydr. Chem. 8 (1989) 629-644
14. Valeshek I.E., Shakhova M.K., Mineav V.A., and Samokhvalov G.I. Zh. Obshch. Khim. 44 (1974) 1161-1164
15. Hiruma K., Tamura J., Horito S., Yoshimura J., and Hashimoto H. Tetrahedron 50 (1994) 12143-12158
16. Zeigler T., Eckhardt E., and Herold G. Liebigs Ann. Chem. (1992) 441-451
17. Zeigler T., Eckhardt E., Neumann K., and Birault V. Synthesis (1992) 1013-1017
18. Gorin P.A.J., and Ishikawa T. Can. J. Chem. 45 (1967) 521-532
19. Garegg P.J., Lindberg B., and Kvarnstrom I. Carbohydr. Res. 77 (1979) 71-78
20. Collins P.M., McKinnon C., and Manro A. Tetrahedron Lett. 30 (1989) 1399-1400
21. Aspinell G.O., Ibrahim I.H., and Khare N.K. Carbohydr. Res. 200 (1990) 247-256
22. Liptak A., and Szabo L. Carbohydr. Res. 184 (1988) C5-C8
23. Liptak A., Bajza I., Kerekgyarto J., Hajko J., and Szilagyi L. Carbohydr. Res. 253 (1994) 111-120
24. Konradsson P., Udodong U.E., and Fraser-Reid B. Tetrahedron Lett. 31 (1990) 4313-4316
25. Veenemann G.H., van Leeuwen S.H., and van Boom J.H. Tetrahedron Lett. 31 (1990) 1331-1334
26. Misra A.K., and Madhusudan S.K. Carbohydr. Res. 340 (2005) 497-502
27. Eguchi H., Kawaguchi H., Yoshinaga S., Nishida A., Nishiguchi T., and Fujisaki S. Bull. Chem. Soc. Jpn. 67 (1994) 1918-1921
28. Chassaing C., Handrechy A., and Langlois Y. Tetrahedron Lett. 38 (1997) 4415-4416
29. Zeigler T., Eckhardt E., and Herold G. Tetrahedron Lett. 33 (1992) 4413-4416
30. Gorin P.A.J., Mazurek M., Duarte H.S., Iacomini M., and Duarte J.H. Carbohydr. Res. 100 (1982) l-15
31. Hiruma K., Tamura J., and Hashimoto H. Carbohydr. Res. 282 (1996) 299-306
32. 18 (737): C, 53.73; H, 5.33. Found: C, 53.60; H, 5.58.
33. Ohta M., Pan Y.T., Laine R.A., and Elbein A.D. Eur. J. Biochem. 269 (2002) 3142-3149
34. Saadat S., and Ballou C.E. J. Biol. Chem. 258 (1983) 1813-1818
35. Szurmai Z., Kerékgyártó J., Harangi J., and Lipták A. Carbohydr. Res. 164 (1987) 313-325
36. 25 (1095): C, 58.13; H, 5.34. Found: C, 58.10; H, 5.49.
37. Agnihotri G., and Misra A.K. Tetrahedron Lett. 47 (2006) 3653-3658
38. 27 (1090): C, 55.05; H, 5.36. Found: C, 54.87; H, 5.50.
39. 18 (596): C, 42.29; H, 5.58. Found: C, 42.05; H, 5.80.