Total Synthesis of Sequential Retro-Peptide Oligomers. (Articolo in rivista)

Type
Label
  • Total Synthesis of Sequential Retro-Peptide Oligomers. (Articolo in rivista) (literal)
Anno
  • 2004-01-01T00:00:00+01:00 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
  • 10.1002/ejoc.200400242 (literal)
Alternative label
  • Ceretti S., Luppi G., De Pol S., Formaggio F., Crisma M., Toniolo C., Tomasini C. (2004)
    Total Synthesis of Sequential Retro-Peptide Oligomers.
    in European journal of organic chemistry (Print)
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • Ceretti S., Luppi G., De Pol S., Formaggio F., Crisma M., Toniolo C., Tomasini C. (literal)
Pagina inizio
  • 4188 (literal)
Pagina fine
  • 4196 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#altreInformazioni
  • Citazioni WOS: 4 Impact Factor 2004: 2.426 Coautore (literal)
Rivista
Note
  • ISI Web of Science (WOS) (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
  • Department of Chemistry \"G. Ciamician\", University of Bologna, 40126 Bologna, Italy; Institute of Biomolecular Chemistry, CNR, Department of Chemistry, University of Padova, 35131 Padova, Italy (literal)
Titolo
  • Total Synthesis of Sequential Retro-Peptide Oligomers. (literal)
Abstract
  • The total synthesis of sequential oligomers of retro-peptides of the general formula Boc(-gGly-mAib)(n)-OBn, starting from dimethylmalonic acid, has been carried out in good overall yield. The key step is the formation of the gGly unit >N-CH2-N<, which is easily obtained in a one-pot/threestep reaction from BnO-mAib-Gly-OH and diphenylphosphoryl azide. The synthesis of the sequential oligomers of RCO(-gAla-mAib)(n)-OR' was also attempted, but the oligomerization step failed because the gAla moiety readily decomposes or racemizes. (literal)
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