On the development of new poly(styrene-oxyethylene) graft copolymer resin supports for solid-phase organic synthesis

Journal of Combinatorial Chemistry

Volumn 1, Issue 1, 1999, Pages 113-122

  Gooding, Owen W ^a   Baudart, Sylvie ^a   Deegan, Tracy L ^a   Heisler, Kevin ^a   Labadie, Jeff W ^a   Newcomb, William S ^a   Porco Jr , John A ^a   Van Eikeren, Paul ^a  

^a Argonaut Technologies   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001102436     PISSN: 15204766     EISSN: None     Source Type: Journal    
DOI: 10.1021/cc980016+     Document Type: Article

References (19)

1. Recent reviews of combinatorial chemistry: (a) Ellman, J. A. Acc. Chem. Res. 1996, 29, 132. (b) Gordon, E. M.; Gallop, M. A.; Patel, D. V. Acc. Chem. Res. 1996, 29, 144. (c) Terrett, N. K.; Gardner, M.; Gordon, D. W.; Kobylecki, R. J.; Steele, J. Tetrahedron 1995, 51, 30, 8135. (d) Thompson, L. A.; Ellman, J. A. Chem. Rev. 1996, 96, 555. (e) Borman, S. Chem. Eng. News 1997, Feb 24, 43.
2. Recent reviews of combinatorial chemistry: (a) Ellman, J. A. Acc. Chem. Res. 1996, 29, 132. (b) Gordon, E. M.; Gallop, M. A.; Patel, D. V. Acc. Chem. Res. 1996, 29, 144. (c) Terrett, N. K.; Gardner, M.; Gordon, D. W.; Kobylecki, R. J.; Steele, J. Tetrahedron 1995, 51, 30, 8135. (d) Thompson, L. A.; Ellman, J. A. Chem. Rev. 1996, 96, 555. (e) Borman, S. Chem. Eng. News 1997, Feb 24, 43.
3. Recent reviews of combinatorial chemistry: (a) Ellman, J. A. Acc. Chem. Res. 1996, 29, 132. (b) Gordon, E. M.; Gallop, M. A.; Patel, D. V. Acc. Chem. Res. 1996, 29, 144. (c) Terrett, N. K.; Gardner, M.; Gordon, D. W.; Kobylecki, R. J.; Steele, J. Tetrahedron 1995, 51, 30, 8135. (d) Thompson, L. A.; Ellman, J. A. Chem. Rev. 1996, 96, 555. (e) Borman, S. Chem. Eng. News 1997, Feb 24, 43.
4. Recent reviews of combinatorial chemistry: (a) Ellman, J. A. Acc. Chem. Res. 1996, 29, 132. (b) Gordon, E. M.; Gallop, M. A.; Patel, D. V. Acc. Chem. Res. 1996, 29, 144. (c) Terrett, N. K.; Gardner, M.; Gordon, D. W.; Kobylecki, R. J.; Steele, J. Tetrahedron 1995, 51, 30, 8135. (d) Thompson, L. A.; Ellman, J. A. Chem. Rev. 1996, 96, 555. (e) Borman, S. Chem. Eng. News 1997, Feb 24, 43.
5. Recent reviews of combinatorial chemistry: (a) Ellman, J. A. Acc. Chem. Res. 1996, 29, 132. (b) Gordon, E. M.; Gallop, M. A.; Patel, D. V. Acc. Chem. Res. 1996, 29, 144. (c) Terrett, N. K.; Gardner, M.; Gordon, D. W.; Kobylecki, R. J.; Steele, J. Tetrahedron 1995, 51, 30, 8135. (d) Thompson, L. A.; Ellman, J. A. Chem. Rev. 1996, 96, 555. (e) Borman, S. Chem. Eng. News 1997, Feb 24, 43.
6. For general discussions of solid supports, see: (a) Akelah, A.; Sherrington, D. C. Chem. Rev. 1981, 81, 557. (b) Fruchtel, J. S.; Jung, G. Angew Chem., Int. Ed. Engl. 1996, 35, 17. (c) Medal, M. Methods Enzymol. 1997, 259, 83-104.
7. For general discussions of solid supports, see: (a) Akelah, A.; Sherrington, D. C. Chem. Rev. 1981, 81, 557. (b) Fruchtel, J. S.; Jung, G. Angew Chem., Int. Ed. Engl. 1996, 35, 17. (c) Medal, M. Methods Enzymol. 1997, 259, 83-104.
8. For general discussions of solid supports, see: (a) Akelah, A.; Sherrington, D. C. Chem. Rev. 1981, 81, 557. (b) Fruchtel, J. S.; Jung, G. Angew Chem., Int. Ed. Engl. 1996, 35, 17. (c) Medal, M. Methods Enzymol. 1997, 259, 83-104.
9. Sherrington, D. C. Polymer-supported Reactions in Organic Synthesis; Hodge, P., Sherrington, D. C., Eds.; John Wiley and Sons: Chichester, U.K., 1980; p 1.
10. Bayer, E.; Hemmasi, B.; Albert, K.; Rapp, W.; Dengler, M. Peptides, Structure and Function, Proceedings of the Eighth American Peptide Symposium; Hruby, V. J., Rich, D. H., Eds; Pierce Chemical Company: Rockford, IL, 1983; p 87.
11. A selection of the supports are commercially available as TentaGel (Rapp Polymere) and ArgoGel (Argonaut Technologies).
12. Alternative PS-PEG supports have been described: (a) Kempe, M.; Barany, G. J. Am. Chem. Soc. 1996, 118, 7083. (b) Renil, M.; Meldal, M. Tetrahdron Lett. 1996, 37, 24, 6185. (c) Adams, J. H.; Cook, R. M.; Hudson, D.; Jammalamadaka, V.; Lyttle, M. H.; Songster, M. F. J. Org. Chem. 1998, 63, 3706.
13. Alternative PS-PEG supports have been described: (a) Kempe, M.; Barany, G. J. Am. Chem. Soc. 1996, 118, 7083. (b) Renil, M.; Meldal, M. Tetrahdron Lett. 1996, 37, 24, 6185. (c) Adams, J. H.; Cook, R. M.; Hudson, D.; Jammalamadaka, V.; Lyttle, M. H.; Songster, M. F. J. Org. Chem. 1998, 63, 3706.
14. Alternative PS-PEG supports have been described: (a) Kempe, M.; Barany, G. J. Am. Chem. Soc. 1996, 118, 7083. (b) Renil, M.; Meldal, M. Tetrahdron Lett. 1996, 37, 24, 6185. (c) Adams, J. H.; Cook, R. M.; Hudson, D.; Jammalamadaka, V.; Lyttle, M. H.; Songster, M. F. J. Org. Chem. 1998, 63, 3706.
15. Bayer, E.; Rapp, W. Poly(Ethylene Glycol) Chemistry: Biotechnical and Biomedical Applications Harris, M., Ed.; Plenum Press: New York, 1992; p 325.
16. Bayer, E.; Albert, K.; Willisch, H.; Rapp, W.; Hemmasi, B. Macromolecules 1990, 23, 1937.
17. Quarrel, R.; Claridge, T. D. W.; Weaver, G. W.; Lowe, G. Mol. Diversity 1995, 1, 223.
18. TentaGel is commercially available from Rapp Polymere, Tubingen FRG. More recently a TentaGel HL (high load) with a loading of 0.4-0.6 has become available.
19. Another PS-PEG support has recently been reported: Park, B. D.; Lee, H. I.; Ryoo, S. J.; Lee, Y. S. Tetrahedron Lett. 1997, 38 (4), 591.