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5 protocols using jms 700

1

Spectroscopic Characterization of Natural Compounds

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Optical rotation values were determined on a Rudolph Autopol IV polarimeter in a 100 mm glass microcell. UV spectra were measured in MeOH on a JASCO V-550UV/vis spectrometer with a 0.5 nm resolution, and ECD spectra were recorded on a JASCO J-710 spectropolarimeter. IR spectra (KBr) were recorded on a Nicolet 6700 FT-IR (Thermo Electron Corp.). NMR spectra were acquired from a Varian Unity Inova 500 MHz spectrometer with TMS as the internal standard at the Seoul National University, Seoul, Korea. HRFABMS and ESIMS data were obtained with JEOL JMS-700 and Agilent 6130 Quadrupole mass spectrometer, respectively. Silica gel (Merck, 63–200 μm particle size), and RP-C18 (Merck, 40–63 μm particle size) were used for column chromatography. TLC was carried out with Silica gel 60F254 and RP-C18 F254 plates. Preparative HPLC separation was performed by using a Gilson system with UV detection at 205 and 254 nm and Optima Pak C-18 column (10×250 mm, 10 μm particle size, RS Tech, Daejon, Korea). Analytical grade solvents were used for extraction and isolation.
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2

Synthesis of Organic Compounds via Inert Atmosphere

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All reactions were carried out in an inert atmosphere in flame-dried glassware. Reactions were monitored by thin-layer chromatography using 0.25 mm silica gel plates and visualized using UV 254/286 nm. Flash chromatography was carried out using silica gel 60 (230–400 mesh, Merck, Darmstadt, Germany) as the stationary phase. 1H and 13C NMR spectra were recorded using a 600 MHz NMR spectrometer (Bruker, Billerica, MA, USA) with deuterochloroform (CDCl3), methanol-d4 (CD3OD), or DMSO-d6 (CD3)2SO. Data for 1H NMR spectra are reported as chemical shifts (multiplicity, coupling constants, integration), and multiplicities are reported as s = singlet, d = doublet, t = triplet, q = quartet, septet = septet, m = multiplet and/or multiple resonances, number of protons, and coupling constant (J). High-resolution mass spectra (HRMS) were recorded using electrospray ionization (ESI) mass spectroscopy on a JEOL JMS- 700 (FAB and EI) and an Agilent 6530 Q-TOF LC/MS/MS system (ESI).
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3

Purification and Characterization of Organic Compounds

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All starting materials and reagents were obtained from commercial suppliers and were used without further purification. Air and moisture sensitive reactions were performed under an argon atmosphere. Flash column chromatography was performed using silica gel 60 (230-400 mesh, Merck) with the indicated solvents. Thin-layer chromatography was performed using 0.25 mm silica gel plates (Merck). 1H and 13C NMR spectra were recorded on a Bruker 600 MHz spectrometer as solutions in deuteriochloroform (CDCl3) or methanol-d4. 1H NMR data were reported in the order of chemical shift, multiplicity (s, singlet; d, doublet; t, triplet; m, multiplet and/or multiple resonances), number of protons, and coupling constant (J) in hertz (Hz). High-resolution mass spectra (HRMS) were recorded on a JEOL JMS-700 (FAB and EI) and an Agilent 6530 Q-TOF LC/MS/MS system (ESI). All assayed compounds had purity ≥95% as determined by HPLC (Supplementary Table 2).
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4

Multistep Chiral Compound Synthesis

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All starting materials and reagents were obtained from commercial sources and used without further purification. Air and moisture sensitive reactions were performed under nitrogen. Flash column chromatography was performed using silica gel 60(230–400 mesh, Merck) with the indicated solvents. Thin-layer chromatography (TLC) was performed using 0.25 mm silica gel plates (Merck). 1H and 13C{1H} NMR spectra were recorded on a Bruker 600 MHz spectrometer as solution in deuterochloroform (CDCl3) or methanol-d4 (CD3OD). 1H NMR data were reported in the order of chemical shift, multiplicity (s, singlet; d, doublet; t, triplet; q, quartet; m, multiplet and/or multiplet resonances), number of protons, and coupling constant (J value) in hertz (Hz). Enantiomeric excesses were determined by HPLC on an Agilent 1100 using one chiral column (Chiralpak AD-3 and IC-3). High resolution mass spectra (HRMS) were recorded on a JEOL JMS-700 (EI) and an Agilent 6530 Q-TOF LC/MS/MS system (ESI). The ECD spectra were acquired on an Applied Photophysics Chirascan-Plus circular dichroism spectrometer.
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5

Purification and Characterization of Organic Compounds

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All starting materials and reagents were obtained from commercial suppliers and were used without further purification. Air and moisture sensitive reactions were performed under an argon atmosphere. Flash column chromatography was performed using silica gel 60 (230–400 mesh, Merck, Darmstadt, Germany) with the indicated solvents. Thin-layer chromatography was performed using 0.25 mm silica gel plates (Merck). 1H and 13C NMR spectra were recorded on a Bruker 600 MHz spectrometer as solutions in chloroform-d or dimethylsulfoxide-d6 or methanol-d4. 1H NMR data were reported in the order of chemical shift, multiplicity (s, singlet; d, doublet; t, triplet; m, multiplet and/or multiple resonances), number of protons, and coupling constant (J) in hertz (Hz). High-resolution mass spectra (HRMS) were recorded on a JEOL JMS-700 (FAB and EI) and an Agilent 6530 Q-TOF LC/MS/MS system (ESI).
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