6533b86dfe1ef96bd12cab2c

RESEARCH PRODUCT

Straightforward Stereoselective Access to Cyclic Peptidomimetics

Santos FusteroLaia AlbertNatalia MateuJosé Luis Aceña

subject

chemistry.chemical_classificationCyclic compoundDipeptideChemistryStereochemistryMolecular MimicryOrganic ChemistryGlycineStereoisomerismDipeptidesTripeptideRing (chemistry)Peptides CyclicChemical synthesisCyclic peptideLactoneschemistry.chemical_compoundCyclizationEthanolaminesLactamLactone

description

The preparation of cyclic dipeptide mimetics from chiral imino lactones derived from (R)-phenylglycinol is described. Key steps of the synthetic route included the fully stereoselective construction of a quaternary center, the formation of six-, seven-, or eight-membered lactams by means of an RCM cyclization, and the introduction of a new amino group within the lactam ring. The synthesis of a tripeptide mimetic is also reported.

https://fundanet.cipf.es/Publicaciones/ProdCientif/PublicacionFrw.aspx?id=2812