Sqd 2 mass detector

LCMS data were obtained using a Waters LCMS system comprising of a Waters 2767 autosampler, Waters 2545 pump system and a Phenomenex Kinetex column (2.6 μ, C₁₈, 100 Å 4.6 × 100 mm) equipped with a Phenomenex Security Guard precolumn (Luna C₅ 300 Å) eluted at 1 mL/min. Detection was performed by Waters 2998 diode array detector between 200 and 600 nm; Waters 2424 ELSD and Waters SQD-2 mass detector operating simultaneously in ES⁺ and ES⁻ modes between 100 m/z and 650 m/z. Solvents were A, HPLC-grade H₂O containing 0.05% formic acid; and B, HPLC-grade CH₃CN containing 0.045% formic acid. Gradients were as follows: Method 1 (optimised for non-polar compounds): 0 min, 10% B; 10 min, 90% B; 12 min, 90% B; 13 min, 10% C and 15 min, 10% B. Method 2 (optimised for polar compounds): 0 min, 10% B; 10 min, 40% B; 12 min, 90% B; 13 min, 10% B and 15 min, 10% B. HRMS was obtained using a UPLC system (Waters Acquity Ultraperformance, running the same method and column as above) connected to a Q-TOF Premier mass spectrometer.

Data from analytical LC–MS were obtained using a Waters 2767 sample manager connected to Waters 2545 pumps and system fluidics organizer (SFO), a Phenomenex Kinetex column (2.6 µ, C₁₈, 100 Å, 4.6 × 100 mm) equipped with a Phenomenex Security Guard precolumn (Luna C₅ 300 Å) eluted at 1.0 mL·min⁻¹ with a Waters 1998 Diode Array detector (200–600 nm), Waters 2424 ELSD, and Waters SQD-2 mass detector operating simultaneously in ES⁺ and ES^- modes between 100 m/z and 650 m/z. The solvent gradient (A: HPLC grade ddH₂O containing 0.05% formic acid; B: HPLC grade CH₃CN containing 0.045% formic acid) was as follows: start: 10% B, 10 min 10%→90% B, 2 min 90% B, 1 min 90%→10% B, 2 min 10% B (total time: 15 min).

The 1D ¹H- and ¹³C NMR spectra and the 2D-COSY, HSQC, HMBC,
and ROESY experiments were recorded on a Bruker Avance III 400 or
500 spectrometer operating at 400 or 500 MHz, respectively, for ¹H and at 100 or 125 MHz, respectively, for ¹³C.
Chemical shifts (reported in ppm) were calibrated to CD₃OD (¹H: δ = 3.31,¹³C: δ = 49.0).
High-resolution electrospray ionization-mass spectra (HR-ESI-MS) were
measured on a Waters Synapt instrument. Low-resolution ESI-MS were
measured on a Waters SQD-2 mass detector. All chemicals, unless otherwise
stated, were obtained from commercial sources. The preparative reversed-phase
high-performance liquid chromatography (RP-HPLC) system used was an
ECOM system equipped with a 5 μm, C-18 Phenomenex Luna Axia
column (250 mm × 21.2 mm). Analytical RP-HPLC was performed on
a VWR Hitachi instrument equipped with a diode array detector and
an Alltech Apollo C18 reversed-phase column (5 μm, 4.6 mm ×
250 mm). The flow rate was 1 mL/min. Solvent A was 0.1% TFA in water
and solvent B was acetonitrile.