Surfactant mediated cationic and anionic suspension polymerization of PEG-based resins in silicon oil: Beaded SPOCC 1500 and POEPOP 1500

Journal of Combinatorial Chemistry

Volumn 3, Issue 1, 2001, Pages 28-33

  Grøtli, Morten ^a   Rademan, Jörg ^a   Groth, Thomas ^a   Lubell, William D ^a   Miranda, Les P ^a   Meldal, Morten ^a  

^a CARLSBERG LABORATORY   (Denmark)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0002578696     PISSN: 15204766     EISSN: None     Source Type: Journal    
DOI: 10.1021/cc000053c     Document Type: Article

References (28)

1. Professor William Lubell, Université de Montréal, C. P. 6128, Succursale Centre Ville, Montréal, Québec, Canada H3C 3J7, is currently a visiting Professor at Carlsberg Laboratory.
2. (a) Adams, J. H.; Cook, R. M.; Hudson, D.; Jammalamadaka, V.; Lyttle, M. H.; Songster, M. F. J. Org. Chem. 1998, 63, 3706-3716.
3. (b) Cilli, E. M.; Oliveira, E.; Marchetto, R.; Nakaie, C. R. J. Org. Chem. 1996, 61, 8992.
4. (a) Becker, H.; Lucas, H.-W.; Maul, J.; Pillai, V. N. R.; Anzinger, H.; Mutter, M. Macromol. Chem., Rapid Commun. 1982, 3, 217-223.
5. (b) Hellermann, H.; Lucas, H.-W.; Maul, J.; Pillai, V. N. R.; Mutter, M. Macromol. Chem. 1983,184, 2603-2617.
6. (c) Rapp, W.; Zhang, L.; Häbish, R.; Bayer, E. In Petides 1988, Proceedings of the European Peptide Symposium; Jung, G., Bayer, E., Eds.; Walter de Gruyter: Berlin, 1989; 199-201.
7. Porco, J. A.; Deegan, T.; Devonport, W.; Gooding, O. W.; Heisler, K.; Labadie J. W.; Newcomb, B.; Nguyen, C.; van Eikeren, P.; Wong, J.; Wright, P. Mol. Diversity 1996, 2, 197-206.
8. (a) Burger, M. T.; Barlett, P. A. J. Am. Chem. Soc. 1997, 119, 12697-12698.
9. (b) Leon, S.; Quarreil, R.; Lowe, G. Bioorg. Med. Chem Lett. 1998, 8, 2997-3002.
10. (c) Smith, H. K.; Bradley, M. J. Comb. Chem. 1999, 1, 326-332.
11. (a) Renil, M.; Meldal, M. Tetrahedron Lett. 1996, 37, 6185-6188.
12. (b) Rademann, J.; Grøtli, M.; Meldal, M.; Bock, K. J. Am. Chem. Soc. 1999, 121, 5459-5466.
13. (c) Buchardt, J.; Meldal, M. Tetrahedron Lett. 1998, 39, 8695-8698.
14. (a) Rademann, J.; Meldal, M.; Bock, K. Chem. Eur. J. 1999, 5, 1218-1225.
15. (b) Schleyer, A.; Meldal, M.; Manat, R.; Paulsen; H:; Bock, K. Angew. Chem., Int. Ed. Engl. 1997, 36, 1976-1978.
16. (c) Graven Sams, A.; Grøtli, M.; Meldal, M. J. Chem Soc. Perkin Trans 1. 2000, 955-962.
17. Unpublished results.
18. (a) Munger, M.; Trommsdorff, E. In Polymerization Processes; Schildknecht, C. E., Skeist, I., Eds.; Wiley-Interscience: New York, 1977; pp 106-142.
19. (b) Kanda, P.; Kennedy, R. C.; Sparrow, J. P. Int. J. Pept. Protein Res. 1991, 38, 385-391.
20. (c) Guyot, A. In Synthesis and Separations using Functional Polymers; Sherrington, D. C., Hodge, P. Eds.; John Wiley and Sons: London, 1988; pp 1-42.
21. Grøtli, M.; Gotfredsen, C. H.; Rademann, J.; Buchardt, J.; Clark, A. J.; Duus, J.Ø.; Meldal, M. J. Comb. Chem. 2000, 2, 108-119.
22. Mayes, A. G.; Mosbach, K. Anal. Chem. 1996, 68, 3769-3774.
23. Beaded SPOCC 400, SPOCC 900, POEPOP 400, and POEPOP 900 have also been obtained in high yields using this technique.
24. (a) Pursch, M.; Schlotterbeck, G.; Tseng, L.-H.; Albert, K.; Rapp, W. Angew. Chem., Int. Ed. Engl. 1996, 35, 2867-2869.
25. (b) Sarkar, S. K.; Garigipati, R.; Adams, J. L.; Keifer, P. A. J. Am. Chem. Soc. 1996, 118, 2305-2306.
26. (c) Gotfredsen, C. H.; Grøtli, M.; Willert, M.; Duus, J.; Meldal, M. J. Chem Soc. Perkin Trans 1. 2000, 1167-1171.
27. Auzanneau, F.-I.; Meldal, M.; Bock, K. J. Pept. Sci. 1995, 1, 31-44.
28. Some material remained in the reaction flask after transfer of the polymerization mixture into the oil. The actual yields are therefore higher than those shown in Tables 1 and 2.