1: 95 percent / Me2BBr; Et3N / CH2Cl2 / 1 h / -78 °C 2: 89 percent / Et3N / tetrahydrofuran; acetonitrile / 48 h / 20 °C 3: NaH / tetrahydrofuran / 12 h / -20 °C 4: 112 mg / TBAF / tetrahydrofuran / 1 h / 20 °C 5: 92 percent / NaOH; H2O / tetrahydrofuran / 48 h / 20 °C 6: 92 percent / NH4HCO2 / Pd(OH)2-C / H2O; methanol / 1.5 h / Heating 7: pyridine / 48 h / 5 °C 8: 59.4 mg / TMSCl / pyridine 9: 25.8 mg / pyridine; H2O / 19 h / 20 °C 10: 62 percent / DCC; N-hydroxysuccinimide / dimethylformamide / 0 - 20 °C 11: 36 percent / TFA / 0.13 h / 20 °C View Scheme

1: 95 percent / Me2BBr; Et3N / CH2Cl2 / 1 h / -78 °C 2: 89 percent / Et3N / tetrahydrofuran; acetonitrile / 48 h / 20 °C 3: NaH / tetrahydrofuran / 12 h / -20 °C 4: 112 mg / TBAF / tetrahydrofuran / 1 h / 20 °C 5: 92 percent / NaOH; H2O / tetrahydrofuran / 48 h / 20 °C 6: 92 percent / NH4HCO2 / Pd(OH)2-C / H2O; methanol / 1.5 h / Heating 7: pyridine / 48 h / 5 °C 8: 59.4 mg / TMSCl / pyridine 9: 25.8 mg / pyridine; H2O / 19 h / 20 °C View Scheme

1: 95 percent / Me2BBr; Et3N / CH2Cl2 / 1 h / -78 °C 2: 89 percent / Et3N / tetrahydrofuran; acetonitrile / 48 h / 20 °C 3: NaH / tetrahydrofuran / 12 h / -20 °C 4: 112 mg / TBAF / tetrahydrofuran / 1 h / 20 °C 5: 92 percent / NaOH; H2O / tetrahydrofuran / 48 h / 20 °C 6: 92 percent / NH4HCO2 / Pd(OH)2-C / H2O; methanol / 1.5 h / Heating View Scheme