A new method for the solid phase synthesis of oligosaccharides

Tetrahedron Letters

Volumn 37, Issue 23, 1996, Pages 3989-3990

  Rademann, Jörg ^a   Schmidt, Richard R ^a  

^a UNIVERSITY OF KONSTANZ   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

OLIGOSACCHARIDE;

ARTICLE; CARBOHYDRATE SYNTHESIS; REACTION ANALYSIS; TECHNIQUE;

EID: 0029996782     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)00763-0     Document Type: Article

References (13)

1. This work was supported by the Deutsche Forschungsgemeinschaft and the Fonds der Chemischen Industrie. J.R. acknowledges a grant from the Landesgraduiertenförderung Baden-Württemberg.
2. Früchtel, J.S.; Jung, G., Angew. Chem. 1996, 108, 19-46; Angew. Chem. Int. Ed. Engl. 1996, 35, 17-42.
3. Früchtel, J.S.; Jung, G., Angew. Chem. 1996, 108, 19-46; Angew. Chem. Int. Ed. Engl. 1996, 35, 17-42.
4. Fréchet, J.M.J., in Polymer-supported Reactions in Organic Chemistry", Hodge, P. and Sherrington, D.C., eds. ch. 8, 410-443; and references therein.
5. Danishefsky, S.J.; McClure, K.F.; Randolph, J.T.; Ruggeri, R.B., Science 1993, 260, 1307-1309; Yan, L.; Taylor, C.M.; Goodnow, R.; Kahne, D., J. Am. Chem. Soc. 1994, 116, 6953-6954.
6. Danishefsky, S.J.; McClure, K.F.; Randolph, J.T.; Ruggeri, R.B., Science 1993, 260, 1307-1309; Yan, L.; Taylor, C.M.; Goodnow, R.; Kahne, D., J. Am. Chem. Soc. 1994, 116, 6953-6954.
7. Ono, N.; Miyake, H.; Saiko, T.; Kaji, A., Synthesis 1980, 952-953.
8. Schmidt, R.R., Angew. Chem. 1986, 98, 213-236; Angew. Chem. Int. Ed. Engl. 1986, 25, 212-235; in Carbohydrates - Synthetic Methods and Applications in Medicinal Chemistry (Eds. H. Ogura, A. Hasegawa, T. Suami), Kodanasha Ltd., Tokyo 1992, 68-88.
9. Schmidt, R.R., Angew. Chem. 1986, 98, 213-236; Angew. Chem. Int. Ed. Engl. 1986, 25, 212-235; in Carbohydrates - Synthetic Methods and Applications in Medicinal Chemistry (Eds. H. Ogura, A. Hasegawa, T. Suami), Kodanasha Ltd., Tokyo 1992, 68-88.
10. Schmidt, R.R., Angew. Chem. 1986, 98, 213-236; Angew. Chem. Int. Ed. Engl. 1986, 25, 212-235; in Carbohydrates - Synthetic Methods and Applications in Medicinal Chemistry (Eds. H. Ogura, A. Hasegawa, T. Suami), Kodanasha Ltd., Tokyo 1992, 68-88.
11. Completion is indicated by the disappearance of any educt signals in the MALDI-MS.
12. f-value between 0.45 and 0.55, the 6-O-deprotected sugars around 0.2.
13. 13C-NMR (150.9 MHz) δ: 97-99 C-1α, 104-106 C-1β.