Dezembro 2013 vol. 1 num. 2 - Brazilian Meeting on Organic Synthesis 2013

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Synthesis of novel Imidazolidinone Peptidomimetics

Krake, Susann H. ; Bergmeier, Stephen C. ;

Abstract:

Type 1 peptidomimetics are compounds that closely resemble peptides and their activity, but contain variations along the peptide backbone to enhance their stability towards metabolism. Compound 1 contains four such variations, as can be seen by comparison with the corresponding amino acid chain FGGF (Figure 1). The aim of this project is the development of a synthetic route to obtain a new class of peptidomimetics with scaffold A, containing both imidazolidinones and hydroxyethylene isosteres. The key step in the synthesis is the ring opening and rearrangement of fused ring aziridine 2 with an !-aminoamide (Scheme 1).

Abstract:

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Palavras-chave: Peptidomimetics, Imidazolidinones, Fused Ring Aziridines,

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DOI: 10.5151/chempro-15bmos-BMOS2013_2013820225615

Referências bibliográficas
  • [1] 1 Bergmeier, S. C.; Stanchina, D. M., J. Org. Chem. 1999, 64,
  • [2] 2852-2859.
  • [3] 2 Orac, C. M.; Zhou, S.; Means, J. A.; Boehm, D.; Bergmeier, S.
  • [4] C.; Hines, J. V., J. Med. Chem. 2011, 54, 6786-6795.
  • [5] 3 Maciagiewicz, I. M.; Fang, F.; Roberts, D. A.; Zhou, S.; Hines, J.
  • [6] V.; Bergmeier, S. C., Synthesis-Stuttgart 2012, 44, 551-560.
Como citar:

Krake, Susann H.; Bergmeier, Stephen C.; "Synthesis of novel Imidazolidinone Peptidomimetics", p. 193 . In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 2, Dezembro.2013. São Paulo: Blucher, 2013.
ISSN 2318-4043, DOI 10.5151/chempro-15bmos-BMOS2013_2013820225615

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