Jms t200gc accutof gcx plus high performance gas chromatograph time of flight mass spectrometer

The NMR spectra were recorded in CDCl₃, acetone-d₆ or DMSO-d₆ on Varian Unity Inova 500 and 600 spectrometers (Varian, Palo Alto, CA, USA) and a Bruker Avance Ⅲ HD 400 spectrometer (Bruker, Billerica, MA, USA), using TMS as the internal standard. The chemical shift values (δ) are reported in ppm units, and the coupling constants (J) are in Hertz (Hz). Optical rotations and IR spectra were measured with a Perkin Elmer 343 Plus polarimeter and a Perkin Elmer Spectrum 400 FT-IR/FT-NIR spectrometer (Waltham, MA, USA), respectively. HRFDMS was performed on a JEOL GC-MS: JMS-T200GC AccuTOF GCx-plus High Performance Gas Chromatograph—Time-of-Flight Mass Spectrometer (Seoul, Korea). TLC analyses were carried out on precoated silica gel 60 F₂₅₄ glass plates (Merck, Darmstadt, Germany). Visualization of the TLC plates was performed under UV light (254 and 365 nm) and using an anisaldehyde-H₂SO₄ spray reagent followed by heating (120 °C, 1 min). The adsorbents used for the open column chromatography were Intertec silica gel 70–230 mesh (Intertechnologies Co., Ltd., Seoul, Korea) and Sephadex LH-20 (Amersham Pharmacia Biotech AB, Uppsala, Sweden). The HPLC was performed on a Waters 515 HPLC pump connected to a Waters 996 Photodiode Array detector (Waters Corp., Milford, MA, USA) using a Phenomenex Luna C₁₈ column (25 cm × 10 mm) with HPLC grade methanol and water.

UV spectra were taken with a Jasco V-530 spectrophotometer (Jasco, Tokyo, Japan), and IR spectra were obtained on a PerkinElmer Spectrum 400 FT-IR/NIR spectrometer (Waltham, MA, USA). Optical rotations were measured on a PerkinElmer 343 Plus polarimeter (Waltham, MA, USA). HRFDMS were measured on a JMS-T200GC AccuTOF™ GCx-plus High Performance Gas Chromatograph-Time-of-Flight Mass Spectrometer (Jeol Ltd., Tokyo, Japan). NMR experiments were performed on a Varian Unity Inova 500 spectrometer (Varian Inc., Palo Alto, CA, USA) or a Bruker Avance III HD 400 spectrometer (Bruker, Billerica, MA, USA) using DMSO-d₆ and CD₃OD as solvents and TMS as internal standard. Chemical shift values (δ) were reported in parts per million (ppm), and the coupling constants (J) were reported in hertz (Hz). Thin-layer chromatography (TLC) was carried out on precoated silica gel 60 F₂₅₄ plates (Merck, Darmstadt, Germany). Reversed-phase HPLC was performed on a Waters 1525 Binary HPLC pump equipped with a 996 photodiode array (PDA) detector using a Phenomenex Luna C18 (250 × 10 mm, 5 μm) column or a Zorbax Rx C8 (150 × 4.6 mm, 5 μm) with MeOH-H₂O at a flow rate of 2.0 mL/min or 1.0 mL/min, respectively. Separation of diastereomers was carried out on a YMC Amylose-SA chiral column (250 × 4.6 mm, 5 μm) with hexane-ethanol at a flow rate of 1.0 mL/min.