Avance drx 600 mhz

The IR spectra of 1–3 were recorded on a Shimadzu Infrared-400 spectrophotometer (Shimadzu, Kyoto, Japan). One- and two-dimensional NMR spectra were acquired on Bruker Avance DRX 600 MHz (Bruker, Rheinstetten, Germany) spectrometer. Positive ion HRESIMS data were obtained with a Micromass Q-ToF equipped with leucine enkephalin lock spray, using m/z 556.2771 [M + H]⁺ as a reference mass. Sephadex LH-20 (0.25–0.1 mm, Pharmacia) was used for column chromatography. Silica gel 60 F-254 plates (Merck) were used for TLC.

Optical rotations of the compounds were measured on a JASCO DIP-370 digital polarimeter at 25 °C at the sodium D-line (589 nm). The IR spectra were recorded on a Shimadzu Infrared-400 spectrophotometer (Shimadzu, Kyoto, Japan). The 1D and 2D NMR spectra (chemical shifts in ppm, coupling constants in Hz) were recorded on Bruker Avance DRX 600 MHz (600 MHz for ¹H and 150 MHz for ¹³C NMR) (Bruker, Rheinstetten, Germany) and Bruker Ascend 850 MHz (850 MHz for ¹H and 213 MHz for ¹³C NMR) (Bruker BioSpin, Billerica, MA, USA) spectrometers. Positive ion HRESIMS data were obtained with a Micromass Q-Tof equipped with leucine enkephalin lock spray, using m/z 556.2771 [M + H]⁺ as a reference mass. Sephadex LH-20 (0.25–0.1 mm, Pharmacia) was used for column chromatography. Precoated silica gel 60 F-254 plates (Merck) were used for TLC. HPLC purifications were performed on Shim-Pack, PREP-ODS (H) (20 × 250 mm), Cosmosil ARII C18 (20 × 250 mm), and Atlantis Prep OBD T3 Column (10 × 250 mm, 5 µm).

Optical rotations were acquired on a digital DIP-370 polarimeter (JASCO, Oklahoma City, OK, USA). The IR spectra were recorded on a Shimadzu Infrared-400 spectrophotometer (Shimadzu, Kyoto, Japan). One- and two-dimensional NMR spectra were acquired on Bruker Avance DRX 600 MHz (600 MHz for ¹H and 150 MHz for ¹³C NMR) (Bruker, Rheinstetten, Germany) or on Bruker Ascend 850 MHz (850 MHz for ¹H and 213 MHz for ¹³C NMR) (Bruker BioSpin, Billerica, MA, USA) spectrometers using DMSO-d6, CDCl₃, and CD₃OD as solvents. NMR spectra were referenced to the residual protonated solvent signals (DMSO-d₆: 2.49 ppm for ¹H and 39.5 ppm for ¹³C; CHCl₃: 7.26 ppm for ¹H and 77.0 ppm for ¹³C, CH₃OH: 3.30 ppm for ¹H and 49.0 ppm for ¹³C). The positive ion HRESIMS data were obtained with a Micromass Q-ToF equipped with leucine enkephalin lock spray, using m/z 556.2771 [M + H]⁺ as a reference mass. Sephadex LH-20 (0.25–0.1 mm, Pharmacia) was used for the column chromatography. Precoated silica gel 60 F-254 plates (Merck) were used for TLC.

The TBE-300C HSCCC instrument (Shanghai Tauto Biotech Co., Ltd., Shanghai, China) used in our present study was equipped with a sample loop (volume: 20 mL) and a three preparative polytetrafluoroethylene coils (volume: 300 mL, radius: 1.3 mm). The β value of the multilayer coil ranged from 0.5 to 0.8 at the internal and external, respectively (β= r/R, where R is the distance of the centrifuge from holder axis to central axis, and r is the spacing between the coil and holder shaft). The revolution speed can be regulated from 0 to 900 rpm. In addition, a TBP-5002S constant flow pump, a TBD2000 UV monitor, a DC-0506 constant low-temperature bath as well as a HW-2000 workstation were all provided by Tauto Biotech Co., Ltd. (Shanghai, China).
An Agilent 1260 system (Agilent Technologies, Santa Clara, USA) was used in the HPLC analysis. It was equipped with a G1316A column thermostat, a G1314B UV-vis photodiode array detector) and a G1313A auto-sampler. An Agilent Technologies 6250 Q-TOF LC/MS was used to detect HR-ESI-MS data. A Rudolph VI digital polarimeter (Rudolph Research Analytical, Hackettstown, USA) was employed to record optical rotation data. In addition, an AVANCE DRX (600 MHz) (Bruker, Billerica, MA, USA) nuclear magnetic resonance (NMR) spectrometer was used to obtain 1D and 2D NMR spectra.