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N-Amino-imidazolin-2-one peptide mimic synthesis and conformational analysis.

ABSTRACT: Base-promoted 5-exo-dig cyclizations of aza-propargylglycinamides provided N-amino-imidazolin-2-one peptide mimics, which exhibited turn geometry in X-ray crystallographic and NMR spectroscopic analyses. Sonogashira coupling prior to cyclization afforded N-amino-imidazolin-2-ones with diverse 4-position aromatic substituents with potential to serve as Phe and Trp mimics.

SUBMITTER: Proulx C

PROVIDER: S-EPMC3437692 | biostudies-literature | 2012 Sep

REPOSITORIES: biostudies-literature

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N-Amino-imidazolin-2-one peptide mimic synthesis and conformational analysis.

Proulx Caroline C Lubell William D WD

Organic letters 20120814 17

Base-promoted 5-exo-dig cyclizations of aza-propargylglycinamides provided N-amino-imidazolin-2-one peptide mimics, which exhibited turn geometry in X-ray crystallographic and NMR spectroscopic analyses. Sonogashira coupling prior to cyclization afforded N-amino-imidazolin-2-ones with diverse 4-position aromatic substituents with potential to serve as Phe and Trp mimics. ...[more]

PMID: 22892053

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