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Resins for the Boc-/Bzl-Synthesis of C-terminal Modified Peptides

Chemfiles Volume 3 Article 4

 

The 4-nitrobenzophenone oxime resin has been used extensively for the preparation of Boc-/Bzl-protected peptide fragments.(1-3) Various nucleophiles have been described to cleave the peptide resin linkage to release different C-terminal modified peptides.(4-6) Cyclization cleavage provides cyclic peptides.(7-9)

73083 4-Nitrobenzophenone oxime, polymer-bound, Kaiser oxime resin
  polymer matrix: polystyrene cross-linked with 1% DVB
  capacity: ~ 1.1 mmol/g resin particle size 100–200 mesh 1 g, 5 g

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Materials

     

References

  1. DeGrado W. F.; Kaiser E. T. J. Org. Chem. 1980, 45, 1295.
  2. DeGrado W. F.; Kaiser E. T. J. Org. Chem. 1982, 47, 3258.
  3. Kaiser E.T. et al. Science 1989, 241, 187.
  4. Hendrix, J. C. et al. J. Org. Chem. 1992, 57, 3414.
  5. Pichette, A. et al. Tetrahedron Lett. 1997, 38, 1279.
  6. Sasaki, T. et al. J. Org. Chem. 1991, 56, 3159.
  7. Oesapay, G.; Taylor, J. W. J. Am. Chem. Soc. 1990, 112, 6046.
  8. Oesapay, G. et al. Tetrahedron Lett. 1990, 31, 6121.
  9. Nishino, N. et al. J. Chem. Soc., Chem. Commun. 1992, 180.

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