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. Author manuscript; available in PMC: 2014 Sep 4.
Published in final edited form as: J Am Chem Soc. 2013 Aug 22;135(35):10.1021/ja405990z. doi: 10.1021/ja405990z

Scheme 5.

Scheme 5

Synthesis of V1V2 glycopeptide 1.a

aReagents and conditions: (a) Man5GlcNAc2–NH2 (18), PyAOP, DIEA, DMSO; (b) Cocktail B = 88:5:5:2 TFA/phenol/water/triisopropylsilane, 44% (2 steps); (c) Man5GlcNAc2–NH2 (18), PyAOP, DIEA, DMSO; (d) Cocktail R = 90:5:3:2 TFA/thioanisole/ethanedithiol/anisole, 22% (2 steps); (e) 6 M Gnd·HCl, 200 mM Na2HPO4, 200 mM MPAA, 20 mM TCEP·HCl, pH 7.2, 55%.