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. 2017 Apr 12;7:46320. doi: 10.1038/srep46320

Figure 7. Synthesis of GEBR-32a.

Figure 7

Reagents and Conditions: a) CClF2COOCH3, Cs2CO3, anydrous DMF, 300 W, 90 °C, 25 min., yield 57%; b) bromocyclopentane, K2CO3/KI, an. DMF, 65 °C, 22 h, yield 87%; c) p-toluenesulfonyl hydrazide, anhydrous acetonitrile, RT, 1 h; 5N NaOH solution RT, 20 min.; 1-vinylimidazole, 50 °C, 48 h, yield 45%; d) epichlorohydrin 0–5 °C; then, TEA, stirred until 25 °C, then 70 °C, 6 h, 58%; e) morpholine excess, 50–60 °C, 18 h, yield 56%.