Agilent 1100 dad

Analytical and semipreparative HPLC analyses were conducted using a Waters Alliance (Waters Corporation, Milford, MA, USA) chromatographic system with a SunFire C18 column (10 µm, 10 × 250 mm, Waters). For UPLC analysis an Acquity UPLC equipment with a BEH C18 column (1.7 μm, 2.1 × 100 mm, Waters) was used. Optical rotations were measured using a Jasco P-2000 polarimeter (JASCO Corporation, Tokyo, Japan). UV spectra were obtained with an Agilent 1100 DAD (Agilent Technologies, Santa Clara, CA, USA). IR spectra were recorded on a JASCO FT/IR-4100 spectrometer (JASCO Corporation, Tokyo, Japan) equipped with a PIKE MIRacle^TM single reflection ATR accessory (PIKE Technologies Inc., Madison, WI, USA). NMR spectra were recorded on a Bruker Avance III spectrometer (500 and 125 MHz for ¹H and ¹³C NMR, respectively) equipped with a 1.7 mm TCI MicroCryoProbe^TM (Bruker Biospin, Falländen, Switzerland), using the signal of the residual solvent as internal reference (δ_H 3.31 and δ_C 49.0 ppm for CD₃OD). HRESIMS spectra were acquired using a Bruker maXis QTOF spectrometer (Bruker Daltonik GmbH, Bremen, Germany).

Optical rotations were measured using a Jasco P-2000 polarimeter (JASCO Corporation, Tokyo, Japan). UV spectra were obtained with an Agilent 1100 DAD (Agilent Technologies, Santa Clara, CA, USA). IR spectra were recorded on a JASCO FT/IR-4100 spectrometer (JASCO Corporation, Tokyo, Japan) equipped with a PIKE MIRacle^TM single reflection ATR accessory (PIKE Technologies Inc., Madison, WI, USA). NMR spectra were recorded on a Bruker Avance III spectrometer (500 and 125 MHz for ¹H and ¹³C NMR, respectively) equipped with a 1.7 mm TCI MicroCryoProbe^TM (Bruker Biospin, Falländen, Switzerland). Chemical shifts were reported in ppm using the signals of the residual solvent as internal reference (δ_H 7.26 and δ_C 77.0 for CDCl₃). LC–MS and LC–HRMS analyses were performed as described previously [16 (link)].

The optical rotations of compounds 1–8 were measured with a Jasco P-2000 polarimeter (JASCO Corp., Tokyo, Japan). The IR data of all the compounds were obtained with a JASCO FT/IR-4100 spectrometer equipped with a PIKE MIRacle single reflection ATR accessory (JASCO Corp., Tokyo, Japan). Their UV spectra were obtained with an Agilent 1100 DAD (Agilent Technologies, Santa Clara, CA, USA). The NMR data acquisition was with a 1.7 mm TCI MicroCryoProbe-equipped Bruker Avance III spectrometer (500 and 125 MHz for ¹H and ¹³C NMR, respectively) from Bruker Biospin, Fällanden, Switzerland. The compounds were previously dissolved in CD₃OD, and their NMR chemical shifts are reported in ppm. The NMR signals of the residual solvent were used as internal reference (δ_H 3.31 and δ_C 49.15 for CD₃OD). The (+)-ESI-TOF mass spectra of 1–8 were acquired with a Bruker maXis QTOF mass spectrometer from Bruker Daltonik GmbH, Bremen, Germany [18 (link),19 (link)]. Semipreparative HPLC separations and subsequent compound purifications were performed on Gilson GX-281 322H2 HPLC with UV detection at 210 and 280 nm (Gilson Technologies, Middleton, WI, USA).