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Synthesis of 1-thiosugar derivatives 27–38. Reagents and Conditions: (i) 2-chloro-5-nitropyridine, K2CO3, acetone, r.t., 2 h; (ii) Zn, AcOH, CH2Cl2, r.t., 1 h; (iii) chloroacetyl chloride, TEA, DCM, r.t., 1 h; (iv) NaN3, DMF, r.t., 24 h; (v) 1. MeONa, MeOH, r.t., 1 h; 2. Amberlyst-15; (vi) propargyl chloroformate, Hünig′s base, DCM, r.t., 2 h.
