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. Author manuscript; available in PMC: 2020 Dec 18.
Published in final edited form as: Org Biomol Chem. 2019 Dec 18;18(1):36–40. doi: 10.1039/c9ob02099c

Scheme 3.

Scheme 3

Synthesis of probe D (12). Reagents and conditions: (i) LiOH·H2O, dioxane, H2O, 60 °C, 12 h, 72%; (ii) 2-(3-(but-3-yn-1-yl)-3H-diazirin-3-yl)ethan-1-amine, EDC HCl, DMAP, DCM/DMF, 25 °C, 8 h, 53%; (iii) HF in H2O, MeCN, 25 °C, 1 h, 92%; (iv) CCl3CN, DBU, DCM, 25 °C, 2 h; (v) 30, TMSOTf, DCM, 0 °C, 1 h, 8% ~2 steps; (vi) TBAF, THF, 25 °C, 12 h, 77%; (vii) LiOH·H2O, dioxane, H2O, 60 °C, 12 h, 60%.