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26 protocols using 400 spectrometer

1

NMR Spectroscopic Analysis Protocol

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Proton nuclear magnetic resonance (1H NMR) spectra were recorded on a Varian 400 spectrometer and proton-decoupled carbon-13 NMR (13C {1H} NMR) spectra were recorded on a Varian 500 or Varian 400 spectrometer at 25°C. Spectra were reported in parts per million (ppm) downfield of tetramethylsilane and are referenced to the residual resonances of the protium NMR solvent [CD3OD: 3.31 (methanol)] and carbon NMR solvent [CD3OD: 49.00 (methanol)]. MestReNova (v12.0.3) was used for all chemical NMR analysis. Data are reported as chemical shift, multiplicity (br, broad; s, singlet; d, doublet; t, triplet; q, quartet; quin, quintet; sept, septet; m, multiplet), coupling constants in Hertz (Hz) and integration. High-resolution mass spectrometric data were obtained on a Thermo Exploris 240 Orbitrap mass spectrometer by the Stanford University Mass Spectrometry (SUMS) core facility.
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2

Spectroscopic Characterization of Synthesized Compounds

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1H and 13C NMR spectra were recorded on a Varian 400 spectrometer (at 500 MHz or at 125 MHz, respectively) or on a Varian 400 spectrometer (at 400 MHz or at 100 MHz, respectively) in CDCl3 or DMSO-d6. Structures were also confirmed with HMBC techniques. IR spectra were recorded on a Bruker Vertex 70 FT/IR spectrometer. Melting points were determined in open capillarity tubes with a Buchi B-535 apparatus and were uncorrected. Mass spectra were obtained with an Agilent 1100 spectrometer under chemical ionization conditions. Column chromatography was performed using Macherey-Nagel Silica 60, 0.04–0.063 mm silica gel.
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Spectroscopic Characterization of Compound 12

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General: IR spectra were recorded on a diamond anvil spectrophotometer. UV spectra were recorded using a Perkin‐Elmer Lambda 25 UV‐VIS spectrometer with EtOH as the solvent. 1H and 13C NMR spectra were recorded at 600 MHz and 150 MHz, respectively, using a Varian 400 spectrometer. Chemical shifts, δ are given in ppm relative to the residual solvent and coupling constants, J are given in Hz. Low resolution and high resolution mass spectra were obtained at the University of Wales, Swansea using electron impact ionisation and chemical ionisation. Melting points were determined on a Kofler hot‐stage microscope. Compound 12 has been reported previously.1
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4

Characterization of New Compounds

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The melting points of the new compounds were measured in a microfusion melting point apparatus (X-4) (Taike, Beijing, China) and uncorrected. 1H-NMR and 13C-NMR spectra were recorded on Varian 400 spectrometer at 400 MHz and 101 MHz using tetramethylsilane as internal standard (solvent CDCl3 or DMSO-d6). HR-MS date were detected on an FTICR-MS Varian 7.0T FTICR-MS equipment (Agilent, Lexington, MA, USA). Crystal structure was recorded on a Bruker SMART 1000CCD diffraction meter.
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5

Analytical Methods and Telmisartan Extraction

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Example 1

Analytical Methods. NMR spectra were recorded using a Varian-400 spectrometer for 1H (400 MHz). Chemical shifts (δ) are given in ppm downfield from tetramethylsilane, as internal standard, and coupling constants (J-values) are in hertz (Hz). Purifications by flash chromatography were performed. Liquid chromatography/mass spectrometry (LC/MS) analyses were conducted using Shimadzu LC-20AD pumps and a SPD-20A UV-vis detector. High-resolution mass spectra (HMRS) were recorded on a QSTAR Elite mass spectrometer.

Telmisartan Extraction. Telmisartan tablets were triturated, suspended in methanol and stirred for about 20 mins. Filtered off the solid, the methanol solution was concentrated, and the residue was purified by chromatography to afford white solid in 90% yield. 1H NMR (CDCl3, 400 MHz) δ 8.38 (m, 1H), 8.02 (dd, 1H, J=1.2, 1.2 Hz), 7.39 (m, 8H), 7.17 (s, 1H), 7.15 (s, 1H), 7.04 (s, 1H), 6.95 (s, 1H), 5.40 (s, 2H), 3.74 (s, 3H), 3.13 (t, 2H, J=7.6, 8.0 Hz), 2.69 (s, 3H), 1.99 (m, 2H), 1.15 (t, 3H, J=7.6, 7.2 Hz).

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6

Spectroscopic Characterization of Organic Compounds

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IR spectra were recorded on an ATI Mattson Fourier transform infrared (FTIR) spectrometer using KBr discs. Ultraviolet (UV) spectra were recorded using a PerkinElmer Lambda 25 UV/Vis spectrometer with EtOH as the solvent. 1H and 13C nuclear magnetic resonance (NMR) spectra were recorded at 400 and 100.5 MHz, respectively, using a Varian 400 spectrometer. Chemical shifts, δ, are given in ppm and measured by comparison with the residual solvent. Coupling constants, J, are given in Hz. Copies of the NMR spectra are provided in the Supporting Information. High‐resolution mass spectra were obtained at the University of Wales, Swansea, using an Atmospheric Solids Analysis Probe (ASAP) (Positive mode) Instrument: Xevo G2‐S ASAP. Melting points were determined on a Kofler hot stage microscope. The starting materials 35 were purchased from Sigma‐Aldrich and compound 6 from Fluorochem. The purity of new compounds was ascertained by Thin Layer Chromatography (TLC) on alumina‐backed TLC plates.
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Characterization of Cisplatin Synthesis

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Cisplatin was obtained from Sigma Aldrich (St. Louis, MO 63146 USA). 1H and 13C NMR spectra were recorded on a Varian 500 spectrometer (at 500 MHz or at 125 MHz, respectively) or on a Varian 400 spectrometer (at 400 MHz or at 100 MHz, respectively) in deuteriochloroform (CDCl3) or deuterated dimethylsulfoxide (DMSO-d6). IR spectra were recorded on a Bruker Vertex 70 FT/IR spectrometer. Melting points were determined in open capillarity tubes with a Buchi B-535 apparatus and were uncorrected. Mass spectra were obtained with an Agilent 1100 spectrometer under chemical ionization conditions.
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8

NMR, Fluorescence, and HPLC Analysis Protocol

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NMR spectra were recorded on a Varian 400 spectrometer or on a Varian 500 spectrometer using DMSO-d6 as the solvent. 1H-NMR titrations were performed on a Varian 500 spectrometer. The resonance multiplicity is described as s (singlet), d (doublet), t (triplet), q (quartet), m (multiplet), dd (doublet of doublets), or br (broad signal).
Fluorescence measurements were performed on a Synergy H1 hybrid reader (Biotek) spectrofluorometer and on a Varian-Cary Eclypse spectrofluorometer with a thermostat at 25 °C.
TEM images were recorded with a Camera Olympus QUEMESA and software RADIUS (EMSIS) on a TEM images Philips EM208 at 100 KV using a 200-mesh copper grid with carbon film.
Rebinding tests were performed on a 1290 UHPLC system (Agilent, Germany), consisting of a degasser, a quaternary pump, a thermostated column compartment, and a diode array detector (DAD) operating at 324 nm and 273 nm, and on a HPLC Thermo scientific Vanquish Dionex Softron consisting of a degasser, a quaternary pump, a thermostated column compartment, and a DAD operating at 325 nm and 270 nm.
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9

Synthetic Methods for Organic Compounds

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Reagents and solvents were obtained from commercial suppliers and used as received unless otherwise indicated. Dry solvents were obtained according to the standard procedures. All reactions were performed under inert atmosphere (N2) unless otherwise noted. Analytical silica gel-coated TLC plates (silica gel 60 F254) were purchased from EM Science and were visualized with UV light or by treatment with either phosphomolybdic acid (PMA) or ninhydrin. Flash chromatography was carried out on Baker Silica Gel 40 µM. 1H NMR and 13C spectra were routinely recorded with a Varian 400 spectrometer operating at 400 and 100 MHz, respectively. The NMR solvent used was either CDCl3 or CD3OD as indicated. TMS was used as an internal standard. NMR and rotation of free bases were recorded. Salts of free bases were used for biological characterization. Elemental analyses were performed by Atlantic Microlab Inc. and were within ± 0.4% of the theoretical value. Optical rotations were recorded on a Perkin-Elmer 241 polarimeter.
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10

Copolymer Characterization via NMR and GPC

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1H-NMR spectra (in CDCl3) was performed at room temperature with a Varian 400 spectrometer (Varian, USA) at 400 MHz to characterize chemical composition of the copolymers. The samples were dissolved in CDCl3, and the chemical shifts were given in ppm using tetramethylsilane (TMS) as an internal reference. GPC (Agilent 110 HPLC, USA) was also used to determine the macromolecular weight and macromolecular weight distribution of the prepared copolymers. The samples were dissolved in freshly distilled tetrahydrofuran (THF) at a concentration of 1 mg/ml. THF was eluted at a rate of 1.0 ml/min. The molecular weights of samples were calibrated with polystyrene (PS) as standard.
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