Synthesis of perhydrodiazepinones as new putative peptidomimetics
New functionalized 7-membered azaheterocycles (perhydrodiazepinones) have been designed as new scaffolds supposed to mimick peptide γ-turns constrained by an ethylene bridge. They were synthesized by either lactam cyclisation on an aminoacid compound outcoming from a glutamic acid derivative starting material or through an intramolecular Mitsunobu reaction on diaminoalcohol linear precursors. Furthermore, as a new strategy useful for combinatorial chemistry, the second synthesis has been investigated on a soluble polymer support (PEG).
Synthesis of new perhydro-(1,4)-diazepin-2-ones as constrained peptidomimetics
New access to substituted perhydro-(1,4)-diazepin-2-ones has been developed through either a Mitsunobu reaction or an amide bond formation for the cyclisation key step.
Nouvet, Andre,Lamaty, Frederic,Lazaro, Rene
p. 2099 - 2102
(2007/10/03)
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