Structural diversity using amino acid “customizable units”: conversion of hydroxyproline (hyp) into nitrogen heterocycles

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SUMMARY

    Scheme 2 Simplified procedure for the scission-alkylation and 4-hydroxy group deprotection Structural diversity using amino_acid "Customizable Units": conversion of hydroxyproline… were not purified, but treated with TBAF in THF to afford the alcohols 8, 9 and 10-cis/10-trans. The Boc group can be easily removed in acid media, and the resulting amine can be coupled to amino_acid or peptide chains, or to other functionalities. C NMR (125.7 MHz, 70 °C, ­CDCl3): δ 198.3 (C), 155.0 (C), 145.0 (C), 137.2 (C), 134.4 (C), 133.1 (CH . . .

     

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