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[5-[2-(4-Ethoxycarbonyl-4-methyl-1-piperidyl)pyrimidin-5-yl]-2-(3-ethyl-5-methyl-2-oxo-1,3,5-triazinan-1-yl)-1,3-benzothiazol-7-yl]boronic acid (Intermediate 12) (1.88 g, 3.32 mmol) was dissolved in acetone (60 mL) and cooled to 0° C. Oxone (2.45 g, 3.98 mmol), dissolved in sodium hydrogen carbonate (sat aq) (40 mL), was added dropwise to the reaction mixture, resulting in a dark red solution. After addition, the mixture was stirred for 5 min at 0° C. before 1M HCl was added, bring the reaction mixture to ˜pH 2. The reaction mixture was diluted with water (100 mL) and EtOAc (100 mL). The organic layer was removed, and the aqueous layer was extracted twice more with EtOAc (2×100 mL). The organic fractions were dried and concentrated in vacuo to give a dark brown solid. Flash chromatography (40 g silica column), eluting with 0-100% EtOAc gradient in n-heptane, gave desired product (2.1 g, dark red solid). 1H NMR (MeOD) δ 8.61 (s, 2H), 7.41 (d, J=1.4 Hz, 1H), 6.84 (d, J=1.5 Hz, 1H), 5.21 (s, 2H), 4.47-4.36 (m, 4H), 4.28-4.20 (m, 2H), 3.53-3.44 (m, 2H), 3.35-3.25 (m, 2H, obscured under solvent), 2.67 (s, 3H), 2.19 (d, J=13.5 Hz, 2H), 1.56-1.46 (m, 2H), 1.36-1.21 (m, 9H). MS: [M−H]− 538.1.

1. additionwas added dropwise to the reaction mixture
2. customresulting in a dark red solution
3. additionAfter addition
4. additionwas added
5. customThe organic layer was removed
6. extractionthe aqueous layer was extracted twice more with EtOAc (2×100 mL)
7. customThe organic fractions were dried
8. concentrationconcentrated in vacuo
9. customto give a dark brown solid
10. washFlash chromatography (40 g silica column), eluting with 0-100% EtOAc gradient in n-heptane