Tetrahydroisoquinoline-based spirocyclic lactam as a type II' beta-turn inducing peptide mimetic.

Abstract

We present here spirocyclic lactam derivatives, embodying D-Phe and L-Ala amino acids as the central core and acting as tetrapeptide and hexapeptide mimetics. An efficient route for their synthesis is demonstrated by using the strategic combination of Seebach's self-reproduction of chirality chemistry and the Pictet-Spengler condensation as key steps. The… (More)
DOI: 10.1021/jo901480d

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