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. 2023 Jun 24;28(13):4958. doi: 10.3390/molecules28134958

Scheme 4.

Scheme 4

Synthesis of the final compounds 5155. Reagents and conditions: (a) 1-iodobutane or 1-iodopentane, DMF, 50 °C, 7 h; (b) methyl malonyl chloride, TEA, dry DCM, 0–5 °C, 2–6 h; (c) NaH, THF, MeOH (cat.), 60 °C, 2 h; (d) 1-adamantylamine, toluene, reflux, 2 h; (e) 1-iodobutane or 1-iodopentane, DMF, 50 °C, 7 h; (f) 2-iodopropane, K2CO3, AcCN, reflux, 16 h; (g) methyl malonyl chloride, TEA, dry DCM, 0–5 °C, 2–6 h; (h) NaH, THF, MeOH (cat.), 60 °C, 2 h; (i) 1-adamantylamine, toluene, reflux, 2 h.