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Synthesis of [Ara3]CLV3 glycopeptide. (a) DDQ, CH2Cl2, 74%; (b) IDCP, CH2Cl2, 82%; (c) DDQ, CH2Cl2, 46%; (d) IDCP, CH2Cl2, 75%; (e) DDQ, CH2Cl2, 54%; (f) IDCP, CH2Cl2, 65%; (g) H2, Pd(OH)2/C, CH2Cl2/MeOH/AcOH, then Fmoc-OSu, CH3CN/H2O, NaHCO3, then Ac2O, pyridine, 31%, three steps; (h) solid-phase peptide synthesis, then NaOMe, MeOH.
