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Synthesis of compounds 17, 19, 22a–b and 23. Reagents and conditions: (a) PhSCN, Cs2CO3, MeCN, rt, overnight; (b) 5-mercapto-1-methyltetrazole, K2CO3, i-PrOH, reflux, 5 h; (c) CH(OEt)3, aq HCl, rt, 8 h; (d) 5-mercapto-1-methyltetrazole, DIEA, DMF, 100 °C, 3 h; (e) 5-mercapto-1-phenyltetrazole, DIEA, DMF, 100 °C, 2 h; (f) DIEA, i-PrOH/DMF (v/v, 1:1 ), 90 °C, 3 h; (g) BnN3, CuSO4·5H2O, sodium ascorbate, THF/H2O (1:1), rt, 3 h.
