Advance 300 400 nmr spectrometers

All reactions were performed in a round-bottomed flask containing a Teflon-coated magnet stirring bar. Experiments involving moisture and/or air sensitive components were performed under an N2 atmosphere. Commercial reagents and anhydrous solvents were used without further purification. The crude reaction products were purified by flash column chromatography using silica gel. Further purification was performed on a preparative HPLC (Waters 2545) with a C18 reverse phase column. The mobile phase used here was a gradient flow of solvent A (water, 0.1% of TFA) and solvent B (CH₃CN, 0.1% of TFA) at a flow rate of 20 mL/min. Proton nuclear magnetic resonance¹H NMR) and carbon nuclear magnetic resonance¹³C NMR) spectroscopy were performed in Bruker Advance 300/400 NMR spectrometers. Chemical shift (δ) was reported in ppm downfield from an internal tetramethylsilane standard Low resolution ESI mass spectrum analysis was performed on a Thermo-Scientific LCQ Fleet mass spectrometer or Advion Expression mass spectrometer.

All reactions were conducted in a round-bottomed flask equipped with a Teflon-coated magnet stirring bar. Experiments involving moisture and/or air sensitive components were performed under anN₂atmosphere. Commercial reagents and anhydrous solvents were used without further purification. The crude reaction products were purified by flash column chromatography using silica gel. Further purification was performed on a preparative HPLC (Waters 2545) with a C18 reverse phase column. The mobile phase used here was a gradient flow of solvent A (water, 0.1% of TFA) and solvent B (CH3CN, 0.1% of TFA) at a flow rate of 40 mL/min. Proton nuclear magnetic resonance (¹H NMR) and carbon nuclear magnetic resonance (13C NMR) spectroscopy were performed in Bruker Advance 300/400 NMR spectrometers. Low resolution ESI mass spectrum analysis was performed on a Thermo-Scientific LCQ Fleet mass spectrometer or Advion Expression mass spectrometer. The analytical UPLC model was Waters Acquity H class (UV detection at 230 nm and 254 nm) and the reverse phase column used was the Acquity UPLC® BEH (C18–1.7 µm, 2.1 × 50 mm). Unless otherwise stated, all final compounds were purified to ≽ 95% purity as determined by analytical UPLC analysis.

All commercial reagents and solvents were used as supplied without further purification with the following exceptions: THF was freshly distilled from sodium wire. The reactions were performed under an N₂ atmosphere in anhydrous solvents. The final products were purified by reverse phase HPLC (RP-HPLC) with solvent A (0.1% of TFA in water) and solvent B (0.1% of TFA in CH₃CN) as eluents with a flow rate of 60 mL/min. The purity of compounds was determined by Waters ACQUITY UPLC, and all the final compounds were >95% pure. Proton nuclear magnetic resonance (¹H NMR), carbon nuclear magnetic resonance (¹³C NMR), and phosphorus nuclear magnetic resonance (³¹P NMR) spectroscopies were performed on Bruker Advance 300/400 NMR spectrometers, and chemical shifts are reported in parts per million (ppm) relative to an internal standard. MS analysis was carried out with a Thermo-Scientific LCQ Fleet mass spectrometer or a Waters ultraperformance liquid chromatography (UPLC)–mass spectrometer.