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  • Title: Solid-phase synthesis of amino- and carboxyl-functionalized unnatural alpha-amino acid amides.
    Author: Scott WL, Zhou Z, Martynow JG, O'Donnell MJ.
    Journal: Org Lett; 2009 Aug 20; 11(16):3558-61. PubMed ID: 19624149.
    Abstract:
    A new solid-phase synthesis efficiently incorporates three different substituents (from R(1)-X, R(2)-CO(2)H, and R(3)-NH(2)) into a glycine-based peptidomimetic scaffold. The synthetic sequence is general and is typically accomplished in >50% overall isolated yield. Alkylating agents with a range of reactivities and normal and branched primary amines give good results. Utility was demonstrated by the synthesis of a series of protected phosphotyrosine mimetics.
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