## 3 Materials and Methods
### Chemical Syntheses
#### 3.2.5 Preparation of Phenyl(4-benzyloxy)-7-morpholinobenzo[_d_]thiazol-2-yl)carbamate (6)
\({}^{13}\)C-NMR (100 MHz, DMSO-\(d_{6}\)) 8 27.0 (Pom CH\({}_{3}\)), 30.7 (CH\({}_{3}\)), 38.7 (Pip-C\({}^{3}\)), 40.9 (Pip-C\({}^{2,6}\)), 52.0 (CNC), 66.7 (Pip-C\({}^{4}\)), 67.0 (COC), 70.4 (Bn-CH\({}_{2}\)), 71.2 (Pom CH\({}_{2}\)), 112.5 (C\({}^{5}\)), 114.2 (C\({}^{6}\)), 122.0 (Bn-C\({}^{1}\)), 125.6 (C\({}^{7a}\)), 128.9, 128.5, 127.9, (Bn-C\({}^{2,3,4}\)), 136.9 (C\({}^{3a}\)), 141.0 (C\({}^{7}\)), 142.3 (C\({}^{4}\)), 160.1 (C=O), 166.2 (C\({}^{2}\)), 176.9 (Pom C=O). Anal. calcd for C\({}_{31}\)H\({}_{40}\)N\({}_{4}\)O\({}_{6}\)S: C, 62.39; H, 6.76; N, 9.39; found: C, 62.44; H, 6.69; N, 9.40. HRMS \(m/z\): [M + H]\({}^{+}\) calcd: 597.2741; found: 597.2749. 2.10 Preparation of (N-(4-(Hydroxy)-7-morpholinobenzo[d]thiazol-2-yl)-4-hydroxy-4-methylpiperidine-1-carboxamido)methyl Pivalate (10)  
Ammonium formate (315 mg, 5 mmol) was added to a stirred suspension of **9** (291 mg, 0.5 mmol) in MeOH and AcOH (50:50, 5 mL), followed by 10% Pd/C (150 mg). The flask was sealed with a bubble counter and immersed in a pre-heated (55 \({}^{\circ}\)C) oil bath. The mixture was stirred at 55 \({}^{\circ}\)C for 10 min (evolution of hydrogen gas started after 2 min; TLC: ethyl acetate/hexane, 80/20, R\({}_{\textrm{f8.m}}\), 0.51, R\({}_{\textrm{fP}}\) 0.41), cooled to ambient temperature and filtered through a layer of Quartz/Celite (prewetted with MeOH). The filter cake was washed with MeOH and the combined filtrate and washings were concentrated under reduced pressure at 40-45 \({}^{\circ}\)C to remove most of the MeOH. The remaining solution was poured into a combination of ice/water (50:50, 200 mL) and the resulting mixture was stirred for 10 min and then extracted with dichloromethane (2 \(\times\) 75 mL). The combined extracts were washed with saturated aqueous sodium bicarbonate (50 mL) and brine (100 mL) and dried over anhydrous Na\({}_{2}\)SO\({}_{4}\). Subsequent evaporation of the solvent afforded the analytically pure title compound (187 mg, 74%) as a colorless powder, mp 182 \({}^{\circ}\)C.  
\({}^{1}\)H-NMR (400 MHz, DMSO-\(d_{6}\)) 8 1.11 (s, 9H, C(\(CH_{3}\))\({}_{3}\)), 1.14 (s, 3H, CH\({}_{3}\)), 1.31-1.56 (m, 4H, Pip-C\({}^{3}\)\(H_{2}\) + Pip-C\({}^{5}\)\(H_{2}\)), 2.90 (t, 4H, \(J\) = 4.5 Hz, CH\({}_{2}\)NCH\({}_{2}\)), 3.17-3.45 (m, 2H, 0.5 Pip-C\({}^{2}\)\(H_{2}\) + 0.5 Pip-C\({}^{6}\)\(H_{2}\)), 3.74 (t, 4H, \(J\) = 4.5 Hz, CH\({}_{2}\)OCH\({}_{2}\)), 3.80-4.14 (m, 2H, 0.5 Pip-C\({}^{2}\)\(H_{2}\)), + 0.5 PipC\({}^{6}\)\(H_{2}\)), 4.35 (s\({}_{\textrm{br}}\), 1H, OH), 6.46 (s, 2H, CH\({}_{2}\)-Pom), 6.82 (s\({}_{\textrm{br}}\), 2H, \(H^{5}\), \(H^{6}\)), 10.18 (s\({}_{\textrm{br}}\), 1H, OH). \({}^{13}\)C-NMR (100 MHz, DMSO-\(d_{6}\)) 8 27.2 (C(CH\({}_{3}\))\({}_{3}\)), 30.1 (CH\({}_{3}\)). 38.6 (Pip-C\({}^{3,5}\)), 40.9 (Pip-C\({}^{2,6}\)), 52.2 (CNC), 66.7 (Pip-C\({}^{4}\)), 67.0 (COC), 69.9 (C(CH\({}_{3}\))\({}_{3}\)), 114.4 (C\({}^{5}\)), 114.7 (C\({}^{6}\)), 122.2 (C\({}^{7a}\)), 124.2 (C\({}^{3a}\)), 139.4 (C\({}^{7}\)), 141.1 (C\({}^{4}\)), 160.2 (C=O), 166.2 (C\({}^{2}\)), 177.2 (Pom C=O). Anal. calcd for C\({}_{24}\)H\({}_{34}\)N\({}_{4}\)O\({}_{6}\)S: C, 56.90; H, 6.76; N, 11.06; found: C, 56.86; H, 6.72; N, 10.94. HRMS \(m/z\): [M + H]\({}^{+}\) calcd: 507.2272; found: 507.2270. 3.2.11. Preparation of 2-(4-Hydroxy-4-methylpiperidine-1-carboxamido)-7-morpholinobenzo[\(d\)][thiazol-4-yl Pivalate (**10a**)]  
Ammonium formate (315 mg, 5 mmol) was added to a stirred solution of 9 (291 mg, 0.5 mmol) in DMF (5 mL), followed by 10% Pd/C (150 mg). The flask was sealed with a bubble counter and immersed in a pre-heated (55 \({}^{\circ}\)C) oil bath. The mixture was stirred at 55 \({}^{\circ}\)C for 10 min (TLC: ethyl acetate/hexane, 80/20, R\({}_{\rm fs.m. }\) 0.51, R\({}_{\rm fp}\) 0.41), cooled to ambient temperature and filtered through a layer of Quartz/Celite (prewetted with DMF). The filter cake was washed with DMF, and the combined filtrate and washings were poured into a combination of ice/water (50:50, 200 mL).