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. 2015 May 19;6(8):4636–4642. doi: 10.1039/c5sc00952a

Scheme 1. Synthesis of CMV control peptide 1 and glycopeptides 2 and 3 containing a GlcNAc residue either at Asn-17, or at both Asn-5 and Asn-17. Reagents and conditions: (a) DIC, CH2Cl2, rt, 2 h; (b) 20% piperidine, DMF, 35 W, 75 °C, 1 × 0.5 min + 1 × 3 min; (c) Fmoc-AA-OH, HCTU, iPr2EtN, DMF, 20 W, 75 °C, 5 min; or Fmoc-Arg(Pbf)-OH, HCTU, iPr2EtN, DMF, rt, 25 min + 25 W, 75 °C, 5 min; or 8, HATU, 2,4,6-trimethylpyridine, DMF, 20 W, 75 °C, 15 min; (d) 5(6)-carboxyfluorescein, HCTU, iPr2EtN, DMF, 20 W, 75 °C, 20 min; (e) 20% piperidine, DMF, 35 W, 75 °C, 4 × 3 min; (f) TFA, iPr3SiH, DODT, H2O, rt, 2 h; (g) DMS, TBAI, TFA, 0 °C, 1 h (for 1) or 1.5 h (for 2) or 9.5 h (for 3); (h) 1 M NaOMe in MeOH, rt, pH 12.2, 1.5 h (for 2) or pH 10.4, 3 h (for 3).

Scheme 1