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. 2015 Aug 6;5:12889. doi: 10.1038/srep12889

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(a) Retrosynthetic analysis of ISJ. (b) Synthetic route for ISJ. Reagents and conditions: (a) SOCl₂, 80 °C, reflux, 4 h; (b) 1,3,5-trimethoxybenzene (compound 3), AlCl₃, Et₂O, room temperature, 2 days; (c) pyridine, 10% (C₄H₉)₄NOH, 110 °C, 36 h; (d) HBr, HAc, reflux, 4 days; (e) Ph₂CCl₂, DPE, 178 °C, 30 min; (f) 3-chloro-3-methylbut-1-yne, CuI, KI, K₂CO₃, acetone, argon, 45 °C-0 °C; (g) TsCl, K₂CO₃, acetone, reflux, 90 min; (h) DMF, 150 °C, 2 h; (i) CAS, THF/MeOH, reflux, 6 h; (j) KOH, EtOH/H₂O, reflux, 1 h.