P 2200 digital polarimeter

Specific rotations were measured using a P-2200 digital polarimeter (l = 5 cm; JASCO, Tokyo, Japan). IR spectra were measured using a JASCO FT/IR-4600 typeA spectrometer; ECD spectroscopy was performed using a JASCO J-1500 spectrometer. ESI and high-resolution ESI mass spectra were recorded on a Shimadzu LCMS-IT-TOF instrument. FAB and HRFABMS data were recorded using a JASCO SX-102A mass spectrometer. ¹H NMR spectra were recorded on JEOL ECS400 (400 MHz) and JNM-ECA 600 (600 MHz) spectrometers (JEOL). ¹³C NMR spectroscopy was performed on a JEOL JNM-ECA 600 (150 MHz) spectrometer. 2D-NMR experiments were carried out on a JEOL JNM-ECA 600 (600 MHz) spectrometer (JEOL).
Normal-phase silica-gel column chromatography was performed using silica gel 60 (63–210 μm; Kanto Chemical Co., Tokyo, Japan). Reverse-phase silica-gel column chromatography was performed using C18-OPN gel (140 μm; Nacalai Tesque, Kyoto, Japan). HPLC was performed using an SPD-M10Avp UV-vis detector (Shimadzu, Kyoto, Japan).

Optical rotations were determined using a JASCO P-2200 digital polarimeter (JASCO, Tokyo, Japan). The UV spectra were measured with a Thermo Scientific Genesys 50 spectrometer (Thermo Scientific, Waltham, MA, USA). ECD spectra were measured with a JASCO J-820 spectrometer. Infrared spectra (IR) were recorded with a Shimadzu IRSpirit FT-IR spectrometer (Shimadzu, Kyoto, Japan) with a QATR-S single reflection ATR accessory, using neat samples. The NMR spectra were obtained via the JEOL JMN-ECA600 and JMN-ECS400 NMR spectrometers (JEOL, Akishima, Japan), with tetramethylsilane as an internal standard; chemical shifts are stated as δ values. HRMS data were recorded on a JMS-700 MStation (FAB) mass spectrometer. MPLC analysis was performed with C₁₈ cartridges (Sfär C18 D, Biotage, Charlotte, NC, USA). Preparative HPLC analysis was conducted on a GL Science recycling system using an InertSustain C₁₈ column (5 μm; 20 × 250 mm) (GL Sciences, Tokyo, Japan). LC/MS analysis was recorded with a Shimadzu LCMS-9030 connected to an Imtakt Cadenza CX-C18 (2 × 50 mm; 3 μm) (Imtakt, Kyoto, Japan).