Efficient synthesis of differently protected methyl (ethyl 1-thio-β-D-glucopyranosid)uronates and their evaluation as glucuronic acid donors and acceptors

Carbohydrate Research

Volumn 308, Issue 3-4, 1998, Pages 287-296

  Krog Jensen, Christian ^a   Oscarson, Stefan ^a  

^a STOCKHOLM UNIVERSITY   (Sweden)

Author keywords

Carbohydrates; Glycosylation; Thioglycoside; Uronic acid

Indexed keywords

THIOGLYCOSIDE; URONIC ACID;

ARTICLE; CARBOHYDRATE SYNTHESIS; GEL CHROMATOGRAPHY; GLYCOSYLATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; REACTION ANALYSIS;

EID: 0032053288     PISSN: 00086215     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0008-6215(98)00106-2     Document Type: Article

References (15)

1. B. Lindberg and L. Kenne, in G.O. Aspinall (Ed.), The Polysaccharides, Vol 2, Academic Press, New York, 1985, pp 287-363.
2. P.J. Garegg, L. Olsson, and S. Oscarson, J. Org. Chem., 60 (1995) 2200-2204.
3. T. Norberg, in S.H. Khan and R.A. O′Neill (Eds.), Modern Methods in Carbohydrate Synthesis, Harwood Academic, 1995, pp 82-106.
4. B. Helferich, D. Türk, and F. Stoeber, Chem. Ber., 89 (1956) 2220-2224.
5. M. Sakata, M. Haga, and S. Tejima, Carbohydr. Res., 13 (1970) 379-390.
6. G.N. Bollenback and J. Long, J. Am. Chem. Soc., 77 (1955) 3310-3315.
7. G. Magnusson, J. Org. Chem., 41 (1976) 4110-4112.
8. S. Jones and C. Reeves, J. Chem. Soc. Perkin Trans. 1, (1979) 2762-2764.
9. M.A. Nashed, Carbohydr. Res., 60 (1978) 200-205.
10. R. Cherniak and J.B. Sundström, Infect. Immun., 62 (1994) 1507-1512.
11. P. Fügedi and P.J. Garegg, Carbohydr. Res., 149 (1986) C9-C12.
12. H. Lönn, Carbohydr. Res., 139 (1985) 105-113.
13. S. David and S. Hanessian, Tetrahedron, 41 (1985) 643-663.
14. T. Ogawa, T. Nukada, and M. Matsui, Carbohydr. Res., 101 (1982) 263-270.
15. P.J. Garegg, S. Oscarson, and M. Szönyi, Carbohydr. Res., 205 (1990) 125-132.