Skip to main content
. 2019 Aug 7;14:6325–6337. doi: 10.2147/IJN.S212045

Scheme 1.

Scheme 1

Synthesis of 27. (A) TBS chloride, imidazole, THF, r.t; (B) 3-methylpyridine, LDA, THF, −78 °C to r.t; (C) TBAF, THF, r.t, 50–87% (in three steps); (D) LiAlH4, THF, r.t, quant; (E) DMP, CH2Cl2, r.t, 25–64%; (F) ω-(3-pyridyl)alkanal, sarcosine, toluene, reflux, 30–38%; (G) methyl iodide, r.t, 54–100%.Abbreviations: TBS, tert-butyldimethylsilyl; THF, tetrahydrofuran; LDA, lithium diisopropylamide; TBAF, tetrabutylammonium fluoride; DMP, Dess-Martin periodionane.