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. Author manuscript; available in PMC: 2015 Apr 15.
Published in final edited form as: Bioorg Med Chem Lett. 2013 Dec 11;24(2):636–643. doi: 10.1016/j.bmcl.2013.11.077

Scheme 2.

Scheme 2

Synthesis of bivalent analogs of S-Sialosides. Reagents and Conditions: a) DEA, DMF; 76–85%; b) i) NaOH/CH3OH (aq), ii) H2/Pd(OH)2; 90–92% % over 2 steps; c) i) H2/Pd(OH)2, ii)MeS-(C=NBoc)NHBoc, HgCl2, TEA, CH2Cl2. 85–89% % over 2 steps; d) NaOH/CH3OH (aq), 1 h; i) TFA/DCM (1:1), 80–85% over 2 steps.