Add time:08/26/2019         Source:sciencedirect.com

Publisher SummaryThis chapter discusses the unnatural diamino acid derivatives as scaffolds for creating diversity and as linkers for simplifying screening in chemical libraries. The methodologies employed for the use of the protected aromatic scaffold and L-2, 3-diaminopropionic acid Dpr(phenyloxycarbonyl (Phoc)) linker are also presented in the chapter. 4-Amino 3-(aminomethyl) benzoic acid (AmAbz) can be easily prepared by amidomethylation of aminobenzoic acid. Then the benzylamino group can be selectively protected by reaction with mild reagents capable of discriminating between the two amino groups to give the building blocks AmAbz (t-butoxycarbonyl (Boc)) and AmAbz (9-fluorenylmethyloxycarbonyl (Fmoc)), respectively. The attachment of the Dpr (Phoc) residue to the support can be made by coupling the Boc-Dpr (Phoc) building block. An improvement based on the preparation of the crystalline activated ester Boc-Dpr (Phoc)–OSu is presented as a convenient alternative route, as well as the procedures for applying it to Boc or Fmoc methods of solid-phase synthesis are reviewed.

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