53932-60-8Relevant articles and documents
Stereoselective synthesis of novel dipeptide β-turn mimetics targeting melanocortin peptide receptors
Zhang, Junyi,Xiong, Chiyi,Ying, Jinfa,Wang, Wei,Hruby, Victor J.
, p. 3115 - 3118 (2007/10/03)
(Matrix presented) The novel dipeptide β-turn mimetic, 4,8-disubstituted azabicyclo[4.3.0]nonane amino acid ester (15), has been synthesized to serve as a peptide mimetic of the dipeptide Phe-Arg, which contains two important pharmacophore elements in melanotropin peptides. Introduction of side-chain functionality at C-8 was achieved by using β-functionalized pyroglutamate (8) as a synthetic precursor. The side chain at C-4 was introduced by bromination of dehydroamino acid intermediate (10) followed by Suzuki cross-coupling.