A new, lipophilic p-alkoxybenzyl ether protecting group and its use in the synthesis of a disaccharide

Organic Letters

Volumn 1, Issue 3, 1999, Pages 477-479

  Pozsgay, Vince ^a  

^a EUNICE KENNEDY SHRIVER NATIONAL INSTITUTE OF CHILD HEALTH AND HUMAN DEVELOPMENT   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BENZYL DERIVATIVE; DISACCHARIDE; ETHER DERIVATIVE; P (DODECYLOXY)BENZYL ETHER; P-(DODECYLOXY)BENZYL ETHER;

ARTICLE; CHEMISTRY; GEL CHROMATOGRAPHY; PHYSICAL CHEMISTRY; SYNTHESIS;

BENZYL COMPOUNDS; CHEMISTRY, PHYSICAL; CHROMATOGRAPHY, GEL; DISACCHARIDES; ETHERS;

EID: 0033549672     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol990670d     Document Type: Article

References (13)

1. For a recent review on oligosaccharide synthesis, see: Kanie, O.; Ogawa, T.; Ito, Y. J. Synth. Org. Chem. Jpn. 1998, 56, 952.
2. For a recent review on the synthesis of oligosaccharides on solid support and related methods, see: Osborn, H. M. I.; Khan, T. H. Tetrahedron 1999, 55, 1807.
3. Douglas, S. P.; Whitfield, D. M.; Krepinsky, J. J. Am. Chem. Soc. 1991, 113, 5095.
4. Melkerson-Watson, L. J.; Kanemitsu, K.; Sweeley, C. C. Glycoconj. J. 1987, 4, 7.
5. Kanie, O.; Barresi, F.; Ding, Y. L.; Labbe, J.; Otter, A.; Forsberg, L. S.; Ernst, B.; Hindsgaul, O. Angew. Chem., Int. Ed. Engl. 1996, 34, 2720.
6. Curran, D. P.; Ferritto, R.; Hua, Y. Tetrahedron Lett. 1998, 39, 4937.
7. 3) δ 114.7, 68.1, 46.4, 31.9, 29.6, 29.5, 29.4, 29.3, 29.2, 26.0, 22.7, 14.1.
8. Pozsgay, V. Carbohydr. Res. 1992, 235, 295.
9. Johannson, R.; Samuelsson, B. J. Chem. Soc., Perkin Trans 1 1984, 2371.
10. King, J. F.; Allbutt, A. D. Can. J. Chem. 1970, 48, 1754.
11. Pozsgay, V. J. Am. Chem. Soc. 1995, 117, 6673.
12. Pozsgay, V.; Dubois, E. P.; Pannell, L. J. Org. Chem. 1997, 62, 2832.
13. H-1,C-1 = 168 Hz), 80.0, 77.5, 75.4, 74.5, 74.0, 72.8, 71.1, 69.3, 69.1, 68.0, 67.6, 31.9, 29.6-29.2, 26.0, 22.7, 18.0, 17.5, 14.1.