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. Author manuscript; available in PMC: 2019 Apr 10.
Published in final edited form as: ACS Chem Biol. 2018 Aug 16;13(9):2542–2550. doi: 10.1021/acschembio.8b00477

Scheme 1.

Synthesis of common intermediate 10 from 4-(4-hydroxyphenyl)-2-butanonea

Scheme 1.

aReagents and conditions: (a) 5-bromovaleric acid methyl ester, K2CO3, 50 °C, DMF, 96%; (b) i: trimethylorthoformate, p-TsOH, MeOH; ii: Uridine, 2M HCl in dioxane, DMF; (c) LiOH, MeOH/H2O, 97%, 2 steps; (d) H-Ala-Wang resin, HBTU, DIPEA, DMF; (e) DIAD, PPh3, tetrachlorophthalimide, DMF/THF; (f) EDA, DMF.