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. Author manuscript; available in PMC: 2021 Nov 30.
Published in final edited form as: J Med Chem. 2021 Aug 20;64(17):12506–12524. doi: 10.1021/acs.jmedchem.1c00163

Scheme 5.

Scheme 5.

Synthesis of 11, 12 and 13a

aReagents and conditions: (a) BH3-SMe2, THF, −78-25°C, 12.5h. (b) pyridine sulfur trioxide, Et3N, DMSO, 25°C, 12h. (c) i. THF, t-BuOK, N2, −20°C, 2h, ii. Pd/C, H2, MeOH, 25°C, 2h. (c’) i. Pd(dppf)Cl2, dioxane, H2O, K2CO3, N2, 25-100°C, 2h. ii. Pd/C, H2, MeOH, 25°C, 2h. (d) LiOH•H2O, MeOH, THF, H2O, 25-70°C, 2h. (e) HATU, Et3N, THF, 25°C, 12h.