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. 2021 Aug 2;22(15):8308. doi: 10.3390/ijms22158308

Scheme 1.

Scheme 1

Synthesis of novel hBuChE inhibitors 1, 3, 5, 7, 9, 11 and 13 starting from O-benzylvanillin. Reagents and conditions: (a): (1) tyramine, MeOH; (2) NaBH4, rt, 3 h; (b): allyl bromide (1.3 eq.), NaH (1.2 eq.), THF; (c): (1) 2-phenylethan-1-amine, MeOH; (2) NaBH4, rt, 3 h; (d): (1) 2-(4-methoxyphenyl)ethan-1-amine, MeOH; (2) NaBH4, rt, 3 h.