Solid phase synthesis of tropane derivatives

Tetrahedron Letters

Volumn 39, Issue 9, 1998, Pages 1059-1062

  Jönsson, Daniel ^a   Molin, Håkan ^b   Undén, Anders ^a  

^a STOCKHOLM UNIVERSITY   (Sweden)

^b ASTRAZENECA R AND D   (Sweden)

Author keywords

[No Author keywords available]

Indexed keywords

TROPANE DERIVATIVE;

ARTICLE; CONFORMATIONAL TRANSITION; PH; STRUCTURE ANALYSIS; SYNTHESIS;

EID: 0032567960     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)10727-4     Document Type: Article

References (14)

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2. 2. Ritz, M. C. et al. Science, 1987, 237, 1219-1223.
3. 3. Manske, R. H. F, Ed. The Alkaloids, vol. 16, 1977; Brossi, A, Ed. The Alkaloids, vol.33, 1988 and the references therein.
4. 3. Manske, R. H. F, Ed. The Alkaloids, vol. 16, 1977; Brossi, A, Ed. The Alkaloids, vol.33, 1988 and the references therein.
5. 4. Koh, J.S., Ellman, J.A. J. Org. Chem. 1996, 61, 4494-4495
6. 5. Bayer, E. Angew. Chem, Int. Ed. Engl. 1991, 30, 113-129.
7. 6. Atherton, E. et al. J. Chem. Soc., Perkin Trans. I, 1981, 538-546.
8. 7. The citric acid buffer was made by dissolving 2.94g of citric acid monohydrate and 3.23g of sodium citrate in 500ml of distilled water.
9. 4 at r.t. for 1 hour. The succinicdialdehyde was salted out with excess of NaCl, extracted with diethylether, dried and evaporated yielding a TLC-pure product that was immediately frozen to -90°C to prevent polymerisation.
10. 9. Sarin, V. K. et al. Anal.Bioch. 1981, 117, 147-157.
11. 2O and solvent B was 0.1% TFA /acetonitrile.
12. 252Cf isotope as a source of fission fragments.
13. 13C-NMR δ 21.71, 24.52, 25.39, 30.66, 43.76, 45.25, 55.01, 59.96, 115.81, 123.68, 130.27, 135.56, 147.09, 172.36, 203.70.
14. 13. Schöpf, C., Lehmann, G. Ann. Chem. 1935, 518, 17.