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. 2020 Jan 23;177(7):1568–1588. doi: 10.1111/bph.14918

Figure 1.

Figure 1

Chemical structures of zanamivir, guanidinoglycoside, and BS‐pyrimidine analogue and the synthetic strategy of BS‐pyrimidine derivatives. (a) Structures of zanamivir (1), guanidinoglycoside (2), and BS‐pyrimidine analogue (3). (b) Synthetic strategy of targeted compounds. Reagents and conditions: (i) K2CO3, DMF, different α‐bromo‐hydroxyl alkane protected by TBDMS, 12 hr, 80°C; (ii) TBAF, THF, 2 hr, room temperature (RT); (iii) 1,3‐di(t‐butyloxycarboryl)‐guanidine, DIAD, PPh3, anhydrous THF, 5 hr, 0°C, RT; and (iv) TFA/DCM (1/10), 15 hr, 0°C, RT